NP-MRD: Showing NP-Card for 11-O-demethylpradimicinone I (NP0022964)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-01-06 08:06:27 UTC

Updated at

2021-07-15 17:40:28 UTC

NP-MRD ID

NP0022964

Secondary Accession Numbers

None

Natural Product Identification

Common Name

11-O-demethylpradimicinone I

Provided By

NPAtlas

Description

11-O-demethylpradimicinone I is found in Actinomadura and Actinomadura verrucosospora. 11-O-demethylpradimicinone I was first documented in 1993 (PMID: 8478259). Based on a literature review very few articles have been published on 2-({[(10S,11S)-2,5,10,11,17,19-hexahydroxy-7-methyl-15,22-dioxopentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]Docosa-1(14),2,4(9),5,7,12,16(21),17,19-nonaen-6-yl](hydroxy)methylidene}amino)propanoic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242105383D          

 60 64  0  0  0  0            999 V2000
    4.6569   -1.1939    1.8834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2342   -1.0268    1.4862 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3279   -1.8542    2.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9827   -1.7953    1.8209 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5629   -0.8597    0.8754 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4580   -0.0275    0.2497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1307    0.8773   -0.6466 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8473   -0.1005    0.5534 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8024    0.7683   -0.1054 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3383    1.6107   -0.9829 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1834    0.8848    0.0213 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9092    1.9003   -0.8162 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8652    1.1762   -1.7063 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5466    2.8506    0.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4455    2.7493    1.3534 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2850    3.8946   -0.4465 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8779   -0.7469    0.6256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7181   -1.5738    1.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0840   -1.5428    1.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5939   -0.7130    0.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7472    0.0931   -0.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3643    0.0836   -0.3348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6563    0.9062   -1.0958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3747    0.9431   -1.5737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7137    1.7152   -2.2832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8142    0.9446   -1.8108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4074    1.7502   -2.7609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7678    1.7572   -2.9908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3105    2.5909   -3.9624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5625    0.9324   -2.2474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0214    0.1226   -1.3014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8341   -0.7073   -0.5555 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6497    0.1310   -1.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0383   -0.7238   -0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7701   -1.4803    0.6007 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3092   -2.4840    2.4574 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7951   -2.0204    3.6933 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1040   -2.7751    2.5265 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4171   -4.0570    2.0225 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6901   -2.0249    2.6744 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2487   -1.6104    1.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9805   -0.3196    2.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6414   -2.5920    2.8508 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6110    1.5287   -1.1652 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8414    0.3872    0.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1268    2.3929   -1.4168 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8055    0.8945   -1.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4062    0.2150   -2.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1152    1.7440   -2.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9736    3.7250   -1.1675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7544   -2.1968    1.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8176    1.5522   -1.8130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7519    2.4039   -3.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2978    2.5918   -4.1248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6119    0.9297   -2.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8252   -0.7592   -0.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8776   -3.4466    2.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0554   -1.6195    4.2185 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4623   -2.7364    3.6005 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4022   -4.0595    1.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  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
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
  5 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 18 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
  8  2  1  0  0  0  0
 22 17  1  0  0  0  0
 33 26  1  0  0  0  0
 38  4  1  0  0  0  0
 34 20  1  0  0  0  0
  1 40  1  0  0  0  0
  1 41  1  0  0  0  0
  1 42  1  0  0  0  0
  3 43  1  0  0  0  0
  7 44  1  0  0  0  0
 11 45  1  0  0  0  0
 12 46  1  6  0  0  0
 13 47  1  0  0  0  0
 13 48  1  0  0  0  0
 13 49  1  0  0  0  0
 16 50  1  0  0  0  0
 19 51  1  0  0  0  0
 23 52  1  0  0  0  0
 27 53  1  0  0  0  0
 29 54  1  0  0  0  0
 30 55  1  0  0  0  0
 32 56  1  0  0  0  0
 36 57  1  6  0  0  0
 37 58  1  0  0  0  0
 38 59  1  1  0  0  0
 39 60  1  0  0  0  0
M  END

     RDKit          3D

 60 64  0  0  0  0  0  0  0  0999 V2000
    4.6569   -1.1939    1.8834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2342   -1.0268    1.4862 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3279   -1.8542    2.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9827   -1.7953    1.8209 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5629   -0.8597    0.8754 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4580   -0.0275    0.2497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1307    0.8773   -0.6466 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8473   -0.1005    0.5534 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8024    0.7683   -0.1054 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3383    1.6107   -0.9829 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1834    0.8848    0.0213 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9092    1.9003   -0.8162 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8652    1.1762   -1.7063 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5466    2.8506    0.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4455    2.7493    1.3534 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2850    3.8946   -0.4465 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8779   -0.7469    0.6256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7181   -1.5738    1.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0840   -1.5428    1.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5939   -0.7130    0.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7472    0.0931   -0.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3643    0.0836   -0.3348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6563    0.9062   -1.0958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3747    0.9431   -1.5737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7137    1.7152   -2.2832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8142    0.9446   -1.8108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4074    1.7502   -2.7609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7678    1.7572   -2.9908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3105    2.5909   -3.9624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5625    0.9324   -2.2474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0214    0.1226   -1.3014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8341   -0.7073   -0.5555 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6497    0.1310   -1.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0383   -0.7238   -0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7701   -1.4803    0.6007 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3092   -2.4840    2.4574 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7951   -2.0204    3.6933 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1040   -2.7751    2.5265 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4171   -4.0570    2.0225 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6901   -2.0249    2.6744 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2487   -1.6104    1.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9805   -0.3196    2.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6414   -2.5920    2.8508 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6110    1.5287   -1.1652 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8414    0.3872    0.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1268    2.3929   -1.4168 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8055    0.8945   -1.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4062    0.2150   -2.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1152    1.7440   -2.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9736    3.7250   -1.1675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7544   -2.1968    1.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8176    1.5522   -1.8130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7519    2.4039   -3.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2978    2.5918   -4.1248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6119    0.9297   -2.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8252   -0.7592   -0.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8776   -3.4466    2.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0554   -1.6195    4.2185 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4623   -2.7364    3.6005 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4022   -4.0595    1.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 14 16  1  0
  5 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 21 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 30 31  1  0
 31 32  1  0
 31 33  2  0
 33 34  1  0
 34 35  2  0
 18 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  1  0
  8  2  1  0
 22 17  1  0
 33 26  1  0
 38  4  1  0
 34 20  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  3 43  1  0
  7 44  1  0
 11 45  1  0
 12 46  1  6
 13 47  1  0
 13 48  1  0
 13 49  1  0
 16 50  1  0
 19 51  1  0
 23 52  1  0
 27 53  1  0
 29 54  1  0
 30 55  1  0
 32 56  1  0
 36 57  1  6
 37 58  1  0
 38 59  1  1
 39 60  1  0
M  END


  Mrv1652306242105383D          

 60 64  0  0  0  0            999 V2000
    4.6569   -1.1939    1.8834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2342   -1.0268    1.4862 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3279   -1.8542    2.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9827   -1.7953    1.8209 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5629   -0.8597    0.8754 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4580   -0.0275    0.2497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1307    0.8773   -0.6466 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8473   -0.1005    0.5534 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8024    0.7683   -0.1054 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3383    1.6107   -0.9829 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1834    0.8848    0.0213 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9092    1.9003   -0.8162 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8652    1.1762   -1.7063 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5466    2.8506    0.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4455    2.7493    1.3534 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2850    3.8946   -0.4465 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8779   -0.7469    0.6256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7181   -1.5738    1.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0840   -1.5428    1.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5939   -0.7130    0.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7472    0.0931   -0.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3643    0.0836   -0.3348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6563    0.9062   -1.0958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3747    0.9431   -1.5737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7137    1.7152   -2.2832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8142    0.9446   -1.8108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4074    1.7502   -2.7609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7678    1.7572   -2.9908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3105    2.5909   -3.9624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5625    0.9324   -2.2474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0214    0.1226   -1.3014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8341   -0.7073   -0.5555 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6497    0.1310   -1.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0383   -0.7238   -0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7701   -1.4803    0.6007 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3092   -2.4840    2.4574 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7951   -2.0204    3.6933 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1040   -2.7751    2.5265 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4171   -4.0570    2.0225 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6901   -2.0249    2.6744 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2487   -1.6104    1.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9805   -0.3196    2.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6414   -2.5920    2.8508 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6110    1.5287   -1.1652 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8414    0.3872    0.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1268    2.3929   -1.4168 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8055    0.8945   -1.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4062    0.2150   -2.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1152    1.7440   -2.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9736    3.7250   -1.1675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7544   -2.1968    1.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8176    1.5522   -1.8130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7519    2.4039   -3.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2978    2.5918   -4.1248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6119    0.9297   -2.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8252   -0.7592   -0.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8776   -3.4466    2.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0554   -1.6195    4.2185 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4623   -2.7364    3.6005 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4022   -4.0595    1.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  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
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
  5 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 18 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
  8  2  1  0  0  0  0
 22 17  1  0  0  0  0
 33 26  1  0  0  0  0
 38  4  1  0  0  0  0
 34 20  1  0  0  0  0
  1 40  1  0  0  0  0
  1 41  1  0  0  0  0
  1 42  1  0  0  0  0
  3 43  1  0  0  0  0
  7 44  1  0  0  0  0
 11 45  1  0  0  0  0
 12 46  1  6  0  0  0
 13 47  1  0  0  0  0
 13 48  1  0  0  0  0
 13 49  1  0  0  0  0
 16 50  1  0  0  0  0
 19 51  1  0  0  0  0
 23 52  1  0  0  0  0
 27 53  1  0  0  0  0
 29 54  1  0  0  0  0
 30 55  1  0  0  0  0
 32 56  1  0  0  0  0
 36 57  1  6  0  0  0
 37 58  1  0  0  0  0
 38 59  1  1  0  0  0
 39 60  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0022964

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)[C@]([H])(N([H])C(=O)C1=C(O[H])C2=C(C([H])=C1C([H])([H])[H])[C@]([H])(O[H])[C@@]([H])(O[H])C1=C2C(O[H])=C2C(=O)C3=C([H])C(O[H])=C([H])C(O[H])=C3C(=O)C2=C1[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C27H21NO11/c1-7-3-10-17(24(35)15(7)26(37)28-8(2)27(38)39)18-12(23(34)22(10)33)6-13-19(25(18)36)21(32)11-4-9(29)5-14(30)16(11)20(13)31/h3-6,8,22-23,29-30,33-36H,1-2H3,(H,28,37)(H,38,39)/t8-,22+,23+/m1/s1

> <INCHI_KEY>
IJJFUQHXTUKIGS-KADLPKKJSA-N

> <FORMULA>
C27H21NO11

> <MOLECULAR_WEIGHT>
535.461

> <EXACT_MASS>
535.1114605

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
54.0194261653959

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-{[(10S,11S)-2,5,10,11,17,19-hexahydroxy-7-methyl-15,22-dioxopentacyclo[12.8.0.0^{3,12}.0^{4,9}.0^{16,21}]docosa-1,3(12),4(9),5,7,13,16,18,20-nonaen-6-yl]formamido}propanoic acid

> <ALOGPS_LOGP>
1.75

> <JCHEM_LOGP>
3.349465112

> <ALOGPS_LOGS>
-3.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.873020433318892

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.036316114737438

> <JCHEM_PKA_STRONGEST_BASIC>
-3.530301211104942

> <JCHEM_POLAR_SURFACE_AREA>
221.91999999999996

> <JCHEM_REFRACTIVITY>
134.80879999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.98e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-{[(10S,11S)-2,5,10,11,17,19-hexahydroxy-7-methyl-15,22-dioxopentacyclo[12.8.0.0^{3,12}.0^{4,9}.0^{16,21}]docosa-1,3(12),4(9),5,7,13,16,18,20-nonaen-6-yl]formamido}propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 60 64  0  0  0  0  0  0  0  0999 V2000
    4.6569   -1.1939    1.8834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2342   -1.0268    1.4862 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3279   -1.8542    2.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9827   -1.7953    1.8209 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5629   -0.8597    0.8754 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4580   -0.0275    0.2497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1307    0.8773   -0.6466 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8473   -0.1005    0.5534 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8024    0.7683   -0.1054 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3383    1.6107   -0.9829 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1834    0.8848    0.0213 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9092    1.9003   -0.8162 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8652    1.1762   -1.7063 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5466    2.8506    0.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4455    2.7493    1.3534 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2850    3.8946   -0.4465 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8779   -0.7469    0.6256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7181   -1.5738    1.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0840   -1.5428    1.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5939   -0.7130    0.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7472    0.0931   -0.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3643    0.0836   -0.3348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6563    0.9062   -1.0958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3747    0.9431   -1.5737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7137    1.7152   -2.2832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8142    0.9446   -1.8108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4074    1.7502   -2.7609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7678    1.7572   -2.9908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3105    2.5909   -3.9624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5625    0.9324   -2.2474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0214    0.1226   -1.3014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8341   -0.7073   -0.5555 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6497    0.1310   -1.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0383   -0.7238   -0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7701   -1.4803    0.6007 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3092   -2.4840    2.4574 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7951   -2.0204    3.6933 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1040   -2.7751    2.5265 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4171   -4.0570    2.0225 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6901   -2.0249    2.6744 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2487   -1.6104    1.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9805   -0.3196    2.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6414   -2.5920    2.8508 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6110    1.5287   -1.1652 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8414    0.3872    0.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1268    2.3929   -1.4168 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8055    0.8945   -1.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4062    0.2150   -2.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1152    1.7440   -2.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9736    3.7250   -1.1675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7544   -2.1968    1.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8176    1.5522   -1.8130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7519    2.4039   -3.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2978    2.5918   -4.1248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6119    0.9297   -2.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8252   -0.7592   -0.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8776   -3.4466    2.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0554   -1.6195    4.2185 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4623   -2.7364    3.6005 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4022   -4.0595    1.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 14 16  1  0
  5 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 21 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 30 31  1  0
 31 32  1  0
 31 33  2  0
 33 34  1  0
 34 35  2  0
 18 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  1  0
  8  2  1  0
 22 17  1  0
 33 26  1  0
 38  4  1  0
 34 20  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  3 43  1  0
  7 44  1  0
 11 45  1  0
 12 46  1  6
 13 47  1  0
 13 48  1  0
 13 49  1  0
 16 50  1  0
 19 51  1  0
 23 52  1  0
 27 53  1  0
 29 54  1  0
 30 55  1  0
 32 56  1  0
 36 57  1  6
 37 58  1  0
 38 59  1  1
 39 60  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       4.657  -1.194   1.883  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.234  -1.027   1.486  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.328  -1.854   2.106  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.983  -1.795   1.821  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.563  -0.860   0.875  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.458  -0.028   0.250  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.131   0.877  -0.647  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.847  -0.101   0.553  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.802   0.768  -0.105  0.00  0.00           C+0
HETATM   10  O   UNK     0       3.338   1.611  -0.983  0.00  0.00           O+0
HETATM   11  N   UNK     0       5.183   0.885   0.021  0.00  0.00           N+0
HETATM   12  C   UNK     0       5.909   1.900  -0.816  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.865   1.176  -1.706  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.547   2.851   0.100  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.446   2.749   1.353  0.00  0.00           O+0
HETATM   16  O   UNK     0       7.285   3.895  -0.447  0.00  0.00           O+0
HETATM   17  C   UNK     0      -0.878  -0.747   0.626  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.718  -1.574   1.365  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.084  -1.543   1.107  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.594  -0.713   0.144  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.747   0.093  -0.571  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.364   0.084  -0.335  0.00  0.00           C+0
HETATM   23  O   UNK     0      -0.656   0.906  -1.096  0.00  0.00           O+0
HETATM   24  C   UNK     0      -3.375   0.943  -1.574  0.00  0.00           C+0
HETATM   25  O   UNK     0      -2.714   1.715  -2.283  0.00  0.00           O+0
HETATM   26  C   UNK     0      -4.814   0.945  -1.811  0.00  0.00           C+0
HETATM   27  C   UNK     0      -5.407   1.750  -2.761  0.00  0.00           C+0
HETATM   28  C   UNK     0      -6.768   1.757  -2.991  0.00  0.00           C+0
HETATM   29  O   UNK     0      -7.311   2.591  -3.962  0.00  0.00           O+0
HETATM   30  C   UNK     0      -7.563   0.932  -2.247  0.00  0.00           C+0
HETATM   31  C   UNK     0      -7.021   0.123  -1.301  0.00  0.00           C+0
HETATM   32  O   UNK     0      -7.834  -0.707  -0.556  0.00  0.00           O+0
HETATM   33  C   UNK     0      -5.650   0.131  -1.086  0.00  0.00           C+0
HETATM   34  C   UNK     0      -5.038  -0.724  -0.081  0.00  0.00           C+0
HETATM   35  O   UNK     0      -5.770  -1.480   0.601  0.00  0.00           O+0
HETATM   36  C   UNK     0      -1.309  -2.484   2.457  0.00  0.00           C+0
HETATM   37  O   UNK     0      -1.795  -2.020   3.693  0.00  0.00           O+0
HETATM   38  C   UNK     0       0.104  -2.775   2.527  0.00  0.00           C+0
HETATM   39  O   UNK     0       0.417  -4.057   2.022  0.00  0.00           O+0
HETATM   40  H   UNK     0       4.690  -2.025   2.674  0.00  0.00           H+0
HETATM   41  H   UNK     0       5.249  -1.610   1.079  0.00  0.00           H+0
HETATM   42  H   UNK     0       4.981  -0.320   2.433  0.00  0.00           H+0
HETATM   43  H   UNK     0       2.641  -2.592   2.851  0.00  0.00           H+0
HETATM   44  H   UNK     0       1.611   1.529  -1.165  0.00  0.00           H+0
HETATM   45  H   UNK     0       5.841   0.387   0.606  0.00  0.00           H+0
HETATM   46  H   UNK     0       5.127   2.393  -1.417  0.00  0.00           H+0
HETATM   47  H   UNK     0       7.806   0.895  -1.216  0.00  0.00           H+0
HETATM   48  H   UNK     0       6.406   0.215  -2.064  0.00  0.00           H+0
HETATM   49  H   UNK     0       7.115   1.744  -2.616  0.00  0.00           H+0
HETATM   50  H   UNK     0       7.974   3.725  -1.167  0.00  0.00           H+0
HETATM   51  H   UNK     0      -3.754  -2.197   1.689  0.00  0.00           H+0
HETATM   52  H   UNK     0      -0.818   1.552  -1.813  0.00  0.00           H+0
HETATM   53  H   UNK     0      -4.752   2.404  -3.346  0.00  0.00           H+0
HETATM   54  H   UNK     0      -8.298   2.592  -4.125  0.00  0.00           H+0
HETATM   55  H   UNK     0      -8.612   0.930  -2.416  0.00  0.00           H+0
HETATM   56  H   UNK     0      -8.825  -0.759  -0.663  0.00  0.00           H+0
HETATM   57  H   UNK     0      -1.878  -3.447   2.268  0.00  0.00           H+0
HETATM   58  H   UNK     0      -1.055  -1.619   4.218  0.00  0.00           H+0
HETATM   59  H   UNK     0       0.462  -2.736   3.600  0.00  0.00           H+0
HETATM   60  H   UNK     0       1.402  -4.059   1.901  0.00  0.00           H+0
CONECT    1    2   40   41   42                                             
CONECT    2    1    3    8                                                  
CONECT    3    2    4   43                                                  
CONECT    4    3    5   38                                                  
CONECT    5    4    6   17                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6   44                                                       
CONECT    8    6    9    2                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   45                                                  
CONECT   12   11   13   14   46                                             
CONECT   13   12   47   48   49                                             
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   50                                                       
CONECT   17    5   18   22                                                  
CONECT   18   17   19   36                                                  
CONECT   19   18   20   51                                                  
CONECT   20   19   21   34                                                  
CONECT   21   20   22   24                                                  
CONECT   22   21   23   17                                                  
CONECT   23   22   52                                                       
CONECT   24   21   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   33                                                  
CONECT   27   26   28   53                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28   54                                                       
CONECT   30   28   31   55                                                  
CONECT   31   30   32   33                                                  
CONECT   32   31   56                                                       
CONECT   33   31   34   26                                                  
CONECT   34   33   35   20                                                  
CONECT   35   34                                                            
CONECT   36   18   37   38   57                                             
CONECT   37   36   58                                                       
CONECT   38   36   39    4   59                                             
CONECT   39   38   60                                                       
CONECT   40    1                                                            
CONECT   41    1                                                            
CONECT   42    1                                                            
CONECT   43    3                                                            
CONECT   44    7                                                            
CONECT   45   11                                                            
CONECT   46   12                                                            
CONECT   47   13                                                            
CONECT   48   13                                                            
CONECT   49   13                                                            
CONECT   50   16                                                            
CONECT   51   19                                                            
CONECT   52   23                                                            
CONECT   53   27                                                            
CONECT   54   29                                                            
CONECT   55   30                                                            
CONECT   56   32                                                            
CONECT   57   36                                                            
CONECT   58   37                                                            
CONECT   59   38                                                            
CONECT   60   39                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  128    0
END

RDKit          3D

60 64  0  0  0  0  0  0  0  0999 V2000
    4.6569   -1.1939    1.8834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2342   -1.0268    1.4862 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3279   -1.8542    2.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9827   -1.7953    1.8209 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5629   -0.8597    0.8754 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4580   -0.0275    0.2497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1307    0.8773   -0.6466 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8473   -0.1005    0.5534 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8024    0.7683   -0.1054 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3383    1.6107   -0.9829 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1834    0.8848    0.0213 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9092    1.9003   -0.8162 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8652    1.1762   -1.7063 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5466    2.8506    0.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4455    2.7493    1.3534 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2850    3.8946   -0.4465 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8779   -0.7469    0.6256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7181   -1.5738    1.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0840   -1.5428    1.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5939   -0.7130    0.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7472    0.0931   -0.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3643    0.0836   -0.3348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6563    0.9062   -1.0958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3747    0.9431   -1.5737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7137    1.7152   -2.2832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8142    0.9446   -1.8108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4074    1.7502   -2.7609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7678    1.7572   -2.9908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3105    2.5909   -3.9624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5625    0.9324   -2.2474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0214    0.1226   -1.3014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8341   -0.7073   -0.5555 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6497    0.1310   -1.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0383   -0.7238   -0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7701   -1.4803    0.6007 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3092   -2.4840    2.4574 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7951   -2.0204    3.6933 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1040   -2.7751    2.5265 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4171   -4.0570    2.0225 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6901   -2.0249    2.6744 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2487   -1.6104    1.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9805   -0.3196    2.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6414   -2.5920    2.8508 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6110    1.5287   -1.1652 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8414    0.3872    0.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1268    2.3929   -1.4168 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8055    0.8945   -1.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4062    0.2150   -2.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1152    1.7440   -2.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9736    3.7250   -1.1675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7544   -2.1968    1.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8176    1.5522   -1.8130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7519    2.4039   -3.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2978    2.5918   -4.1248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6119    0.9297   -2.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8252   -0.7592   -0.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8776   -3.4466    2.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0554   -1.6195    4.2185 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4623   -2.7364    3.6005 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4022   -4.0595    1.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 14 16  1  0
  5 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 21 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 30 31  1  0
 31 32  1  0
 31 33  2  0
 33 34  1  0
 34 35  2  0
 18 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  1  0
  8  2  1  0
 22 17  1  0
 33 26  1  0
 38  4  1  0
 34 20  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  3 43  1  0
  7 44  1  0
 11 45  1  0
 12 46  1  6
 13 47  1  0
 13 48  1  0
 13 49  1  0
 16 50  1  0
 19 51  1  0
 23 52  1  0
 27 53  1  0
 29 54  1  0
 30 55  1  0
 32 56  1  0
 36 57  1  6
 37 58  1  0
 38 59  1  1
 39 60  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
2-({[(10S,11S)-2,5,10,11,17,19-hexahydroxy-7-methyl-15,22-dioxopentacyclo[12.8.0.0,.0,.0,]docosa-1(14),2,4(9),5,7,12,16(21),17,19-nonaen-6-yl](hydroxy)methylidene}amino)propanoate	Generator

Chemical Formula

C₂₇H₂₁NO₁₁

Average Mass

535.4610 Da

Monoisotopic Mass

535.11146 Da

IUPAC Name

(2R)-2-{[(10S,11S)-2,5,10,11,17,19-hexahydroxy-7-methyl-15,22-dioxopentacyclo[12.8.0.0^{3,12}.0^{4,9}.0^{16,21}]docosa-1,3(12),4(9),5,7,13,16,18,20-nonaen-6-yl]formamido}propanoic acid

Traditional Name

(2R)-2-{[(10S,11S)-2,5,10,11,17,19-hexahydroxy-7-methyl-15,22-dioxopentacyclo[12.8.0.0^{3,12}.0^{4,9}.0^{16,21}]docosa-1,3(12),4(9),5,7,13,16,18,20-nonaen-6-yl]formamido}propanoic acid

CAS Registry Number

Not Available

SMILES

CC(NC(=O)C1=C(C)C=C2[C@H](O)[C@@H](O)C3=C(C(O)=C4C(=O)C5=CC(O)=CC(O)=C5C(=O)C4=C3)C2=C1O)C(O)=O

InChI Identifier

InChI=1S/C27H21NO11/c1-7-3-10-17(24(35)15(7)26(37)28-8(2)27(38)39)18-12(23(34)22(10)33)6-13-19(25(18)36)21(32)11-4-9(29)5-14(30)16(11)20(13)31/h3-6,8,22-23,29-30,33-36H,1-2H3,(H,28,37)(H,38,39)/t8?,22-,23-/m0/s1

InChI Key

IJJFUQHXTUKIGS-KADLPKKJSA-N

Experimental Spectra

Not Available

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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Actinomadura	NPAtlas	8478259
Actinomadura verrucosospora	LOTUS Database	35616633

Chemical Taxonomy

Classification

Not classified

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	1.75	ALOGPS
logP	3.35	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	3.04	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	221.92 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	134.81 m³·mol⁻¹	ChemAxon
Polarizability	54.02 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA021266

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

389957

KEGG Compound ID

C06776

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

441170

PDB ID

Not Available

ChEBI ID

721

Good Scents ID

Not Available

References

General References

Furumai T, Kakinuma S, Yamamoto H, Komiyama N, Suzuki K, Saitoh K, Oki T: Biosynthesis of the pradimicin family of antibiotics. I. Generation and selection of pradimicin-nonproducing mutants. J Antibiot (Tokyo). 1993 Mar;46(3):412-9. doi: 10.7164/antibiotics.46.412. [PubMed:8478259 ]

Showing NP-Card for 11-O-demethylpradimicinone I (NP0022964)

MOL for NP0022964 (11-O-demethylpradimicinone I)

3D MOL for NP0022964 (11-O-demethylpradimicinone I)

3D SDF for NP0022964 (11-O-demethylpradimicinone I)

3D-SDF for NP0022964 (11-O-demethylpradimicinone I)

PDB for NP0022964 (11-O-demethylpradimicinone I)

3D PDB for NP0022964 (11-O-demethylpradimicinone I)

SMILES for NP0022964 (11-O-demethylpradimicinone I)

INCHI for NP0022964 (11-O-demethylpradimicinone I)

Structure for NP0022964 (11-O-demethylpradimicinone I)

3D Structure for NP0022964 (11-O-demethylpradimicinone I)