NP-MRD: Showing NP-Card for 5-chlorosclerotiamide (NP0011798)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-01-05 21:22:34 UTC

Updated at

2021-07-15 17:09:57 UTC

NP-MRD ID

NP0011798

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-chlorosclerotiamide

Provided By

NPAtlas

Description

5-Chlorosclerotiamide belongs to the class of organic compounds known as 2,2-dimethyl-1-benzopyrans. These are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position. 5-chlorosclerotiamide is found in Aspergillus and Aspergillus westerdijkiae. 5-chlorosclerotiamide was first documented in 2013 (PMID: 23701598). Based on a literature review very few articles have been published on 5-chlorosclerotiamide.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242116593D          

 63 69  0  0  0  0            999 V2000
    6.9984   -0.5955   -1.8590 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2275    0.1997   -0.8060 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2471    1.1604   -0.1841 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8564   -0.7576    0.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6398   -0.9606    0.6770 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5351   -0.1963    0.0629 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2236   -0.3830    0.4794 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1907    0.3209   -0.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5226    1.2257   -1.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8062    1.4374   -1.5250 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2063    2.5808   -2.7877 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.8249    0.7059   -0.9308 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1485    0.8937   -1.3508 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0568   -0.1208    0.5336 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3654   -1.0393    1.6240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3782   -1.5801    2.5088 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7578   -1.2179    1.5161 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8783    1.0319    1.0840 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4867    1.4039    2.3522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2659    0.6355    0.9101 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0476    0.4481    2.1509 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2827   -0.2124    1.8537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0297   -0.7089    2.7260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6125   -0.2606    0.3843 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9868   -0.6720    0.0863 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.7152    0.6196   -0.1708 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6928    1.6518   -0.5507 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4534    1.1397   -0.0658 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1082    1.5693    0.1160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6185    2.6253   -0.3262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5369   -1.0018   -0.4054 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2675   -0.7738    0.3383 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0048   -0.8503   -0.3999 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0001   -0.2753   -1.7650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5190   -2.3037   -0.4739 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7845    0.0643   -2.2740 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3430   -0.9546   -2.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5444   -1.4300   -1.3387 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7614    1.5723    0.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1169    0.5550    0.1207 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5318    1.9527   -0.9069 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6531   -1.3196    0.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3880   -1.6700    1.4622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7413    1.8148   -1.5589 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3424   -1.8720    2.1184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6488    1.9055    0.4057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8874    2.3172    2.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7237    0.7560    3.0628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0021   -1.2885   -0.8347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4723   -1.2850    0.8901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2804    0.9136    0.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4625    0.4915   -1.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9876    2.6167   -0.0906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6723    1.7164   -1.6500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4377   -0.5483   -1.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7946   -2.0610   -0.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2457   -1.5499    1.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3382    0.7514   -1.8529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6335   -0.8795   -2.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0198   -0.3568   -2.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6762   -2.7763    0.5091 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5347   -2.3706   -0.7589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1072   -2.8052   -1.2914 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 24 22  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 24 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  6  0  0  0
 33 35  1  0  0  0  0
 13  2  1  0  0  0  0
 33 14  1  0  0  0  0
 12  6  2  0  0  0  0
 20 29  1  6  0  0  0
 17  7  1  0  0  0  0
 32 20  1  0  0  0  0
 28 24  1  0  0  0  0
  1 36  1  0  0  0  0
  1 37  1  0  0  0  0
  1 38  1  0  0  0  0
  3 39  1  0  0  0  0
  3 40  1  0  0  0  0
  3 41  1  0  0  0  0
  4 42  1  0  0  0  0
  5 43  1  0  0  0  0
  9 44  1  0  0  0  0
 17 45  1  0  0  0  0
 18 46  1  6  0  0  0
 19 47  1  0  0  0  0
 21 48  1  0  0  0  0
 25 49  1  0  0  0  0
 25 50  1  0  0  0  0
 26 51  1  0  0  0  0
 26 52  1  0  0  0  0
 27 53  1  0  0  0  0
 27 54  1  0  0  0  0
 31 55  1  0  0  0  0
 31 56  1  0  0  0  0
 32 57  1  1  0  0  0
 34 58  1  0  0  0  0
 34 59  1  0  0  0  0
 34 60  1  0  0  0  0
 35 61  1  0  0  0  0
 35 62  1  0  0  0  0
 35 63  1  0  0  0  0
M  END

     RDKit          3D

 63 69  0  0  0  0  0  0  0  0999 V2000
    6.9984   -0.5955   -1.8590 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2275    0.1997   -0.8060 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2471    1.1604   -0.1841 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8564   -0.7576    0.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6398   -0.9606    0.6770 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5351   -0.1963    0.0629 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2236   -0.3830    0.4794 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1907    0.3209   -0.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5226    1.2257   -1.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8062    1.4374   -1.5250 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2063    2.5808   -2.7877 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.8249    0.7059   -0.9308 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1485    0.8937   -1.3508 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0568   -0.1208    0.5336 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3654   -1.0393    1.6240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3782   -1.5801    2.5088 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7578   -1.2179    1.5161 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8783    1.0319    1.0840 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4867    1.4039    2.3522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2659    0.6355    0.9101 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0476    0.4481    2.1509 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2827   -0.2124    1.8537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0297   -0.7089    2.7260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6125   -0.2606    0.3843 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9868   -0.6720    0.0863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7152    0.6196   -0.1708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6928    1.6518   -0.5507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4534    1.1397   -0.0658 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1082    1.5693    0.1160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6185    2.6253   -0.3262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5369   -1.0018   -0.4054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2675   -0.7738    0.3383 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0048   -0.8503   -0.3999 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0001   -0.2753   -1.7650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5190   -2.3037   -0.4739 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7845    0.0643   -2.2740 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3430   -0.9546   -2.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5444   -1.4300   -1.3387 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7614    1.5723    0.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1169    0.5550    0.1207 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5318    1.9527   -0.9069 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6531   -1.3196    0.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3880   -1.6700    1.4622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7413    1.8148   -1.5589 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3424   -1.8720    2.1184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6488    1.9055    0.4057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8874    2.3172    2.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7237    0.7560    3.0628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0021   -1.2885   -0.8347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4723   -1.2850    0.8901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2804    0.9136    0.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4625    0.4915   -1.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9876    2.6167   -0.0906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6723    1.7164   -1.6500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4377   -0.5483   -1.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7946   -2.0610   -0.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2457   -1.5499    1.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3382    0.7514   -1.8529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6335   -0.8795   -2.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0198   -0.3568   -2.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6762   -2.7763    0.5091 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5347   -2.3706   -0.7589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1072   -2.8052   -1.2914 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
  8 14  1  0
 14 15  1  1
 15 16  2  0
 15 17  1  0
 14 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 24 22  1  1
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 24 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  6
 33 35  1  0
 13  2  1  0
 33 14  1  0
 12  6  2  0
 20 29  1  6
 17  7  1  0
 32 20  1  0
 28 24  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  3 39  1  0
  3 40  1  0
  3 41  1  0
  4 42  1  0
  5 43  1  0
  9 44  1  0
 17 45  1  0
 18 46  1  6
 19 47  1  0
 21 48  1  0
 25 49  1  0
 25 50  1  0
 26 51  1  0
 26 52  1  0
 27 53  1  0
 27 54  1  0
 31 55  1  0
 31 56  1  0
 32 57  1  1
 34 58  1  0
 34 59  1  0
 34 60  1  0
 35 61  1  0
 35 62  1  0
 35 63  1  0
M  END


  Mrv1652306242116593D          

 63 69  0  0  0  0            999 V2000
    6.9984   -0.5955   -1.8590 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2275    0.1997   -0.8060 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2471    1.1604   -0.1841 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8564   -0.7576    0.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6398   -0.9606    0.6770 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5351   -0.1963    0.0629 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2236   -0.3830    0.4794 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1907    0.3209   -0.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5226    1.2257   -1.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8062    1.4374   -1.5250 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2063    2.5808   -2.7877 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.8249    0.7059   -0.9308 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1485    0.8937   -1.3508 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0568   -0.1208    0.5336 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3654   -1.0393    1.6240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3782   -1.5801    2.5088 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7578   -1.2179    1.5161 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8783    1.0319    1.0840 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4867    1.4039    2.3522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2659    0.6355    0.9101 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0476    0.4481    2.1509 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2827   -0.2124    1.8537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0297   -0.7089    2.7260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6125   -0.2606    0.3843 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9868   -0.6720    0.0863 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.7152    0.6196   -0.1708 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6928    1.6518   -0.5507 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4534    1.1397   -0.0658 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1082    1.5693    0.1160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6185    2.6253   -0.3262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5369   -1.0018   -0.4054 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2675   -0.7738    0.3383 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0048   -0.8503   -0.3999 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0001   -0.2753   -1.7650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5190   -2.3037   -0.4739 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7845    0.0643   -2.2740 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3430   -0.9546   -2.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5444   -1.4300   -1.3387 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7614    1.5723    0.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1169    0.5550    0.1207 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5318    1.9527   -0.9069 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6531   -1.3196    0.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3880   -1.6700    1.4622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7413    1.8148   -1.5589 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3424   -1.8720    2.1184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6488    1.9055    0.4057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8874    2.3172    2.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7237    0.7560    3.0628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0021   -1.2885   -0.8347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4723   -1.2850    0.8901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2804    0.9136    0.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4625    0.4915   -1.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9876    2.6167   -0.0906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6723    1.7164   -1.6500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4377   -0.5483   -1.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7946   -2.0610   -0.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2457   -1.5499    1.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3382    0.7514   -1.8529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6335   -0.8795   -2.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0198   -0.3568   -2.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6762   -2.7763    0.5091 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5347   -2.3706   -0.7589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1072   -2.8052   -1.2914 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 24 22  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 24 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  6  0  0  0
 33 35  1  0  0  0  0
 13  2  1  0  0  0  0
 33 14  1  0  0  0  0
 12  6  2  0  0  0  0
 20 29  1  6  0  0  0
 17  7  1  0  0  0  0
 32 20  1  0  0  0  0
 28 24  1  0  0  0  0
  1 36  1  0  0  0  0
  1 37  1  0  0  0  0
  1 38  1  0  0  0  0
  3 39  1  0  0  0  0
  3 40  1  0  0  0  0
  3 41  1  0  0  0  0
  4 42  1  0  0  0  0
  5 43  1  0  0  0  0
  9 44  1  0  0  0  0
 17 45  1  0  0  0  0
 18 46  1  6  0  0  0
 19 47  1  0  0  0  0
 21 48  1  0  0  0  0
 25 49  1  0  0  0  0
 25 50  1  0  0  0  0
 26 51  1  0  0  0  0
 26 52  1  0  0  0  0
 27 53  1  0  0  0  0
 27 54  1  0  0  0  0
 31 55  1  0  0  0  0
 31 56  1  0  0  0  0
 32 57  1  1  0  0  0
 34 58  1  0  0  0  0
 34 59  1  0  0  0  0
 34 60  1  0  0  0  0
 35 61  1  0  0  0  0
 35 62  1  0  0  0  0
 35 63  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0011798

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])[C@@]23N([H])C(=O)[C@@]4(N(C2=O)C([H])([H])C([H])([H])C4([H])[H])C([H])([H])[C@@]3([H])C(C([H])([H])[H])(C([H])([H])[H])[C@]11C(=O)N([H])C2=C1C([H])=C(Cl)C1=C2C([H])=C([H])C(O1)(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C26H28ClN3O5/c1-22(2)8-6-12-16-13(10-14(27)17(12)35-22)25(20(33)28-16)18(31)26-15(23(25,3)4)11-24(19(32)29-26)7-5-9-30(24)21(26)34/h6,8,10,15,18,31H,5,7,9,11H2,1-4H3,(H,28,33)(H,29,32)/t15-,18-,24-,25-,26+/m0/s1

> <INCHI_KEY>
TVZRVAVYSDCSKC-ZUTUFOHQSA-N

> <FORMULA>
C26H28ClN3O5

> <MOLECULAR_WEIGHT>
497.98

> <EXACT_MASS>
497.1717487

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
51.84926113522478

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1'S,3R,3'S,6'S,7'R)-5-chloro-6'-hydroxy-4',4',7,7-tetramethyl-2,7-dihydro-1H-9',14'-diazaspiro[chromeno[5,6-b]pyrrole-3,5'-tetracyclo[5.5.2.0^{1,9}.0^{3,7}]tetradecane]-2,8',13'-trione

> <ALOGPS_LOGP>
3.21

> <JCHEM_LOGP>
1.7274672483333338

> <ALOGPS_LOGS>
-3.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.460582110719319

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.076323223751624

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3757340313124957

> <JCHEM_POLAR_SURFACE_AREA>
107.97

> <JCHEM_REFRACTIVITY>
129.43229999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.29e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1'S,3R,3'S,6'S,7'R)-5-chloro-6'-hydroxy-4',4',7,7-tetramethyl-1H-9',14'-diazaspiro[chromeno[5,6-b]pyrrole-3,5'-tetracyclo[5.5.2.0^{1,9}.0^{3,7}]tetradecane]-2,8',13'-trione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 63 69  0  0  0  0  0  0  0  0999 V2000
    6.9984   -0.5955   -1.8590 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2275    0.1997   -0.8060 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2471    1.1604   -0.1841 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8564   -0.7576    0.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6398   -0.9606    0.6770 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5351   -0.1963    0.0629 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2236   -0.3830    0.4794 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1907    0.3209   -0.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5226    1.2257   -1.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8062    1.4374   -1.5250 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2063    2.5808   -2.7877 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.8249    0.7059   -0.9308 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1485    0.8937   -1.3508 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0568   -0.1208    0.5336 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3654   -1.0393    1.6240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3782   -1.5801    2.5088 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7578   -1.2179    1.5161 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8783    1.0319    1.0840 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4867    1.4039    2.3522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2659    0.6355    0.9101 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0476    0.4481    2.1509 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2827   -0.2124    1.8537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0297   -0.7089    2.7260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6125   -0.2606    0.3843 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9868   -0.6720    0.0863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7152    0.6196   -0.1708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6928    1.6518   -0.5507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4534    1.1397   -0.0658 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1082    1.5693    0.1160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6185    2.6253   -0.3262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5369   -1.0018   -0.4054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2675   -0.7738    0.3383 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0048   -0.8503   -0.3999 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0001   -0.2753   -1.7650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5190   -2.3037   -0.4739 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7845    0.0643   -2.2740 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3430   -0.9546   -2.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5444   -1.4300   -1.3387 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7614    1.5723    0.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1169    0.5550    0.1207 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5318    1.9527   -0.9069 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6531   -1.3196    0.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3880   -1.6700    1.4622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7413    1.8148   -1.5589 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3424   -1.8720    2.1184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6488    1.9055    0.4057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8874    2.3172    2.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7237    0.7560    3.0628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0021   -1.2885   -0.8347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4723   -1.2850    0.8901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2804    0.9136    0.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4625    0.4915   -1.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9876    2.6167   -0.0906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6723    1.7164   -1.6500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4377   -0.5483   -1.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7946   -2.0610   -0.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2457   -1.5499    1.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3382    0.7514   -1.8529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6335   -0.8795   -2.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0198   -0.3568   -2.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6762   -2.7763    0.5091 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5347   -2.3706   -0.7589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1072   -2.8052   -1.2914 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
  8 14  1  0
 14 15  1  1
 15 16  2  0
 15 17  1  0
 14 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 24 22  1  1
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 24 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  6
 33 35  1  0
 13  2  1  0
 33 14  1  0
 12  6  2  0
 20 29  1  6
 17  7  1  0
 32 20  1  0
 28 24  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  3 39  1  0
  3 40  1  0
  3 41  1  0
  4 42  1  0
  5 43  1  0
  9 44  1  0
 17 45  1  0
 18 46  1  6
 19 47  1  0
 21 48  1  0
 25 49  1  0
 25 50  1  0
 26 51  1  0
 26 52  1  0
 27 53  1  0
 27 54  1  0
 31 55  1  0
 31 56  1  0
 32 57  1  1
 34 58  1  0
 34 59  1  0
 34 60  1  0
 35 61  1  0
 35 62  1  0
 35 63  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       6.998  -0.596  -1.859  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.228   0.200  -0.806  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.247   1.160  -0.184  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.856  -0.758   0.259  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.640  -0.961   0.677  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.535  -0.196   0.063  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.224  -0.383   0.479  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.191   0.321  -0.087  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.523   1.226  -1.088  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.806   1.437  -1.525  0.00  0.00           C+0
HETATM   11 Cl   UNK     0       3.206   2.581  -2.788  0.00  0.00          Cl+0
HETATM   12  C   UNK     0       3.825   0.706  -0.931  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.149   0.894  -1.351  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.057  -0.121   0.534  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.365  -1.039   1.624  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.378  -1.580   2.509  0.00  0.00           O+0
HETATM   17  N   UNK     0       1.758  -1.218   1.516  0.00  0.00           N+0
HETATM   18  C   UNK     0      -0.878   1.032   1.084  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.487   1.404   2.352  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.266   0.636   0.910  0.00  0.00           C+0
HETATM   21  N   UNK     0      -3.048   0.448   2.151  0.00  0.00           N+0
HETATM   22  C   UNK     0      -4.283  -0.212   1.854  0.00  0.00           C+0
HETATM   23  O   UNK     0      -5.030  -0.709   2.726  0.00  0.00           O+0
HETATM   24  C   UNK     0      -4.612  -0.261   0.384  0.00  0.00           C+0
HETATM   25  C   UNK     0      -5.987  -0.672   0.086  0.00  0.00           C+0
HETATM   26  C   UNK     0      -6.715   0.620  -0.171  0.00  0.00           C+0
HETATM   27  C   UNK     0      -5.693   1.652  -0.551  0.00  0.00           C+0
HETATM   28  N   UNK     0      -4.453   1.140  -0.066  0.00  0.00           N+0
HETATM   29  C   UNK     0      -3.108   1.569   0.116  0.00  0.00           C+0
HETATM   30  O   UNK     0      -2.619   2.625  -0.326  0.00  0.00           O+0
HETATM   31  C   UNK     0      -3.537  -1.002  -0.405  0.00  0.00           C+0
HETATM   32  C   UNK     0      -2.268  -0.774   0.338  0.00  0.00           C+0
HETATM   33  C   UNK     0      -1.005  -0.850  -0.400  0.00  0.00           C+0
HETATM   34  C   UNK     0      -1.000  -0.275  -1.765  0.00  0.00           C+0
HETATM   35  C   UNK     0      -0.519  -2.304  -0.474  0.00  0.00           C+0
HETATM   36  H   UNK     0       7.785   0.064  -2.274  0.00  0.00           H+0
HETATM   37  H   UNK     0       6.343  -0.955  -2.658  0.00  0.00           H+0
HETATM   38  H   UNK     0       7.544  -1.430  -1.339  0.00  0.00           H+0
HETATM   39  H   UNK     0       6.761   1.572   0.714  0.00  0.00           H+0
HETATM   40  H   UNK     0       8.117   0.555   0.121  0.00  0.00           H+0
HETATM   41  H   UNK     0       7.532   1.953  -0.907  0.00  0.00           H+0
HETATM   42  H   UNK     0       6.653  -1.320   0.713  0.00  0.00           H+0
HETATM   43  H   UNK     0       4.388  -1.670   1.462  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.741   1.815  -1.559  0.00  0.00           H+0
HETATM   45  H   UNK     0       2.342  -1.872   2.118  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.649   1.906   0.406  0.00  0.00           H+0
HETATM   47  H   UNK     0      -0.887   2.317   2.511  0.00  0.00           H+0
HETATM   48  H   UNK     0      -2.724   0.756   3.063  0.00  0.00           H+0
HETATM   49  H   UNK     0      -6.002  -1.289  -0.835  0.00  0.00           H+0
HETATM   50  H   UNK     0      -6.472  -1.285   0.890  0.00  0.00           H+0
HETATM   51  H   UNK     0      -7.280   0.914   0.752  0.00  0.00           H+0
HETATM   52  H   UNK     0      -7.463   0.492  -1.000  0.00  0.00           H+0
HETATM   53  H   UNK     0      -5.988   2.617  -0.091  0.00  0.00           H+0
HETATM   54  H   UNK     0      -5.672   1.716  -1.650  0.00  0.00           H+0
HETATM   55  H   UNK     0      -3.438  -0.548  -1.419  0.00  0.00           H+0
HETATM   56  H   UNK     0      -3.795  -2.061  -0.568  0.00  0.00           H+0
HETATM   57  H   UNK     0      -2.246  -1.550   1.157  0.00  0.00           H+0
HETATM   58  H   UNK     0      -1.338   0.751  -1.853  0.00  0.00           H+0
HETATM   59  H   UNK     0      -1.634  -0.880  -2.465  0.00  0.00           H+0
HETATM   60  H   UNK     0       0.020  -0.357  -2.194  0.00  0.00           H+0
HETATM   61  H   UNK     0      -0.676  -2.776   0.509  0.00  0.00           H+0
HETATM   62  H   UNK     0       0.535  -2.371  -0.759  0.00  0.00           H+0
HETATM   63  H   UNK     0      -1.107  -2.805  -1.291  0.00  0.00           H+0
CONECT    1    2   36   37   38                                             
CONECT    2    1    3    4   13                                             
CONECT    3    2   39   40   41                                             
CONECT    4    2    5   42                                                  
CONECT    5    4    6   43                                                  
CONECT    6    5    7   12                                                  
CONECT    7    6    8   17                                                  
CONECT    8    7    9   14                                                  
CONECT    9    8   10   44                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13    6                                                  
CONECT   13   12    2                                                       
CONECT   14    8   15   18   33                                             
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15    7   45                                                  
CONECT   18   14   19   20   46                                             
CONECT   19   18   47                                                       
CONECT   20   18   21   29   32                                             
CONECT   21   20   22   48                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   31   28                                             
CONECT   25   24   26   49   50                                             
CONECT   26   25   27   51   52                                             
CONECT   27   26   28   53   54                                             
CONECT   28   27   29   24                                                  
CONECT   29   28   30   20                                                  
CONECT   30   29                                                            
CONECT   31   24   32   55   56                                             
CONECT   32   31   33   20   57                                             
CONECT   33   32   34   35   14                                             
CONECT   34   33   58   59   60                                             
CONECT   35   33   61   62   63                                             
CONECT   36    1                                                            
CONECT   37    1                                                            
CONECT   38    1                                                            
CONECT   39    3                                                            
CONECT   40    3                                                            
CONECT   41    3                                                            
CONECT   42    4                                                            
CONECT   43    5                                                            
CONECT   44    9                                                            
CONECT   45   17                                                            
CONECT   46   18                                                            
CONECT   47   19                                                            
CONECT   48   21                                                            
CONECT   49   25                                                            
CONECT   50   25                                                            
CONECT   51   26                                                            
CONECT   52   26                                                            
CONECT   53   27                                                            
CONECT   54   27                                                            
CONECT   55   31                                                            
CONECT   56   31                                                            
CONECT   57   32                                                            
CONECT   58   34                                                            
CONECT   59   34                                                            
CONECT   60   34                                                            
CONECT   61   35                                                            
CONECT   62   35                                                            
CONECT   63   35                                                            
MASTER        0    0    0    0    0    0    0    0   63    0  138    0
END

RDKit          3D

63 69  0  0  0  0  0  0  0  0999 V2000
    6.9984   -0.5955   -1.8590 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2275    0.1997   -0.8060 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2471    1.1604   -0.1841 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8564   -0.7576    0.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6398   -0.9606    0.6770 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5351   -0.1963    0.0629 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2236   -0.3830    0.4794 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1907    0.3209   -0.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5226    1.2257   -1.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8062    1.4374   -1.5250 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2063    2.5808   -2.7877 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.8249    0.7059   -0.9308 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1485    0.8937   -1.3508 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0568   -0.1208    0.5336 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3654   -1.0393    1.6240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3782   -1.5801    2.5088 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7578   -1.2179    1.5161 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8783    1.0319    1.0840 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4867    1.4039    2.3522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2659    0.6355    0.9101 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0476    0.4481    2.1509 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2827   -0.2124    1.8537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0297   -0.7089    2.7260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6125   -0.2606    0.3843 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9868   -0.6720    0.0863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7152    0.6196   -0.1708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6928    1.6518   -0.5507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4534    1.1397   -0.0658 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1082    1.5693    0.1160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6185    2.6253   -0.3262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5369   -1.0018   -0.4054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2675   -0.7738    0.3383 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0048   -0.8503   -0.3999 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0001   -0.2753   -1.7650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5190   -2.3037   -0.4739 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7845    0.0643   -2.2740 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3430   -0.9546   -2.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5444   -1.4300   -1.3387 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7614    1.5723    0.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1169    0.5550    0.1207 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5318    1.9527   -0.9069 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6531   -1.3196    0.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3880   -1.6700    1.4622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7413    1.8148   -1.5589 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3424   -1.8720    2.1184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6488    1.9055    0.4057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8874    2.3172    2.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7237    0.7560    3.0628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0021   -1.2885   -0.8347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4723   -1.2850    0.8901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2804    0.9136    0.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4625    0.4915   -1.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9876    2.6167   -0.0906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6723    1.7164   -1.6500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4377   -0.5483   -1.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7946   -2.0610   -0.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2457   -1.5499    1.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3382    0.7514   -1.8529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6335   -0.8795   -2.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0198   -0.3568   -2.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6762   -2.7763    0.5091 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5347   -2.3706   -0.7589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1072   -2.8052   -1.2914 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
  8 14  1  0
 14 15  1  1
 15 16  2  0
 15 17  1  0
 14 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 24 22  1  1
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 24 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  6
 33 35  1  0
 13  2  1  0
 33 14  1  0
 12  6  2  0
 20 29  1  6
 17  7  1  0
 32 20  1  0
 28 24  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  3 39  1  0
  3 40  1  0
  3 41  1  0
  4 42  1  0
  5 43  1  0
  9 44  1  0
 17 45  1  0
 18 46  1  6
 19 47  1  0
 21 48  1  0
 25 49  1  0
 25 50  1  0
 26 51  1  0
 26 52  1  0
 27 53  1  0
 27 54  1  0
 31 55  1  0
 31 56  1  0
 32 57  1  1
 34 58  1  0
 34 59  1  0
 34 60  1  0
 35 61  1  0
 35 62  1  0
 35 63  1  0
M  END

View in JSmol View NMR Assignments View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₂₆H₂₈ClN₃O₅

Average Mass

497.9800 Da

Monoisotopic Mass

497.17175 Da

IUPAC Name

(1'S,3R,3'S,6'S,7'R)-5-chloro-6'-hydroxy-4',4',7,7-tetramethyl-2,7-dihydro-1H-9',14'-diazaspiro[chromeno[5,6-b]pyrrole-3,5'-tetracyclo[5.5.2.0^{1,9}.0^{3,7}]tetradecane]-2,8',13'-trione

Traditional Name

(1'S,3R,3'S,6'S,7'R)-5-chloro-6'-hydroxy-4',4',7,7-tetramethyl-1H-9',14'-diazaspiro[chromeno[5,6-b]pyrrole-3,5'-tetracyclo[5.5.2.0^{1,9}.0^{3,7}]tetradecane]-2,8',13'-trione

CAS Registry Number

Not Available

SMILES

CC1(C)[C@@H]2C[C@]34CCCN3C(=O)[C@]2(NC4=O)[C@@H](O)[C@@]11C(=O)NC2=C1C=C(Cl)C1=C2C=CC(C)(C)O1

InChI Identifier

InChI=1S/C26H28ClN3O5/c1-22(2)8-6-12-16-13(10-14(27)17(12)35-22)25(20(33)28-16)18(31)26-15(23(25,3)4)11-24(19(32)29-26)7-5-9-30(24)21(26)34/h6,8,10,15,18,31H,5,7,9,11H2,1-4H3,(H,28,33)(H,29,32)/t15-,18-,24-,25-,26+/m0/s1

InChI Key

TVZRVAVYSDCSKC-ZUTUFOHQSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, dmso, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Aspergillus	NPAtlas	23701598
Aspergillus westerdijkiae	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2,2-dimethyl-1-benzopyrans. These are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

2,2-dimethyl-1-benzopyrans

Alternative Parents

Substituents

2,2-dimethyl-1-benzopyran
Alpha-amino acid or derivatives
Azaspirodecane
Indolizidine
Dihydroindole
Indole or derivatives
2,5-dioxopiperazine
Dioxopiperazine
Alkyl aryl ether
N-alkylpiperazine
Piperidinone
Delta-lactam
1,4-diazinane
Benzenoid
Piperidine
Piperazine
Aryl chloride
Aryl halide
Cyclic alcohol
Tertiary carboxylic acid amide
Pyrrolidine
Carboxamide group
Lactam
Secondary alcohol
Secondary carboxylic acid amide
Carboxylic acid derivative
Ether
Oxacycle
Azacycle
Organooxygen compound
Organic nitrogen compound
Alcohol
Organic oxygen compound
Organohalogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organochloride
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.21	ALOGPS
logP	1.73	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	10.08	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	107.97 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	129.43 m³·mol⁻¹	ChemAxon
Polarizability	51.85 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA014914

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

30811954

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71712814

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Peng J, Zhang XY, Tu ZC, Xu XY, Qi SH: Alkaloids from the deep-sea-derived fungus Aspergillus westerdijkiae DFFSCS013. J Nat Prod. 2013 May 24;76(5):983-7. doi: 10.1021/np400132m. Epub 2013 Apr 26. [PubMed:23701598 ]

Showing NP-Card for 5-chlorosclerotiamide (NP0011798)

MOL for NP0011798 (5-chlorosclerotiamide)

3D MOL for NP0011798 (5-chlorosclerotiamide)

3D SDF for NP0011798 (5-chlorosclerotiamide)

3D-SDF for NP0011798 (5-chlorosclerotiamide)

PDB for NP0011798 (5-chlorosclerotiamide)

3D PDB for NP0011798 (5-chlorosclerotiamide)

SMILES for NP0011798 (5-chlorosclerotiamide)

INCHI for NP0011798 (5-chlorosclerotiamide)

Structure for NP0011798 (5-chlorosclerotiamide)

3D Structure for NP0011798 (5-chlorosclerotiamide)