NP-MRD: Showing NP-Card for (1r,3r,4r,7r,8s,12s,13s)-4-chloro-3,7-dihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-17-methyl-9-oxa-14,15-dithia-10,17-diazatetracyclo[10.3.2.0¹,¹⁰.0³,⁸]heptadec-5-ene-11,16-dione (NP0328043)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-12 11:08:49 UTC

Updated at

2022-09-12 11:08:49 UTC

NP-MRD ID

NP0328043

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,3r,4r,7r,8s,12s,13s)-4-chloro-3,7-dihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-17-methyl-9-oxa-14,15-dithia-10,17-diazatetracyclo[10.3.2.0¹,¹⁰.0³,⁸]heptadec-5-ene-11,16-dione

Description

CHEMBL3581167 belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. (1r,3r,4r,7r,8s,12s,13s)-4-chloro-3,7-dihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-17-methyl-9-oxa-14,15-dithia-10,17-diazatetracyclo[10.3.2.0¹,¹⁰.0³,⁸]heptadec-5-ene-11,16-dione is found in Penicillium adametzioides. Based on a literature review very few articles have been published on CHEMBL3581167.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122213082D          

 34 38  0  0  1  0            999 V2000
   -4.0253   -0.7108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6423    0.0199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8180    0.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4351    0.7844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6108    0.8182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1694    0.1212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3451    0.1549    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0440    0.9829    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7702    1.3413    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.5166    0.8033    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2902    1.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0470    0.8177    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9882    1.6406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1018   -0.0055    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3517   -0.4225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5514   -0.1142    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9109   -0.7648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1771   -1.5457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0214   -0.6429    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5734   -0.1065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2980   -0.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7228    0.6420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1384    1.2244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8421   -0.3696    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8969   -1.1928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5276    0.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4728    0.9126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7325    1.2768    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6777    2.0999    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.5523   -0.6096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1110   -1.3066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3766   -0.6433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7596   -1.3741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5839   -1.4078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  1  0  0  0  0
 10 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
  7 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 10 22  1  0  0  0  0
 22 23  2  0  0  0  0
 14 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 12 28  1  0  0  0  0
 28 29  1  6  0  0  0
  6 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
  3 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
M  END

     RDKit          3D

 57 61  0  0  0  0  0  0  0  0999 V2000
    7.3787   -1.2732   -0.6770 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6740   -0.0950   -0.9872 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3057   -0.0707   -0.8292 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6315   -1.1821   -0.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2653   -1.1695   -0.2124 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5511   -0.0478   -0.5013 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0811    0.0116   -0.3208 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6719    1.2758    0.9218 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4249    1.4376    1.1978 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1200   -0.2193    0.9390 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5264   -0.3321    1.4120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5002    0.1397    0.3856 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2688    1.1624    0.9827 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8717    0.7187   -0.8324 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8941   -0.1105   -1.3739 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9905   -0.5155   -0.4856 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8702   -1.2517   -0.9098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9226   -1.8928   -1.9874 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3963   -1.2731   -0.0724 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0402   -1.4979    1.3111 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9394   -2.0661    2.2706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2614   -1.1377    1.7255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7165   -1.6039    2.7926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8717    1.0817   -1.8686 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8581    2.4802   -2.0740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2737    0.7277   -1.5514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6010   -0.2143   -0.6842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5013   -0.9416   -0.0045 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8097   -2.0795   -1.1819 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.2371    1.0693   -0.9601 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5510    2.2549   -1.2775 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6060    1.0769   -1.1291 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2725    2.2250   -1.5953 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7649    3.2184   -0.7176 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1466   -2.1046   -1.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1182   -1.5673    0.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4639   -1.0568   -0.7863 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2151   -2.0935   -0.1406 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8393   -2.0972    0.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6992    0.4362   -1.2929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6204    0.1745    2.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7385   -1.4144    1.5951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9307    1.4144    1.8644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3139    1.6415   -0.4946 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9900   -2.1074   -0.4736 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6432   -1.3014    2.6748 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3655   -2.4210    3.1757 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4610   -2.9709    1.9019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6357    0.6503   -2.8683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2981    2.9456   -1.3324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1049    1.2546   -2.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6232   -0.4510   -0.4729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8575   -1.4918    0.8902 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5584    2.2792   -1.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5683    2.7847   -0.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0894    4.0728   -1.3217 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8811    3.5180   -0.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  1
 11 12  1  0
 12 13  1  1
 12 28  1  0
 28 29  1  0
 28 27  1  0
 27 26  2  0
 26 24  1  0
 24 25  1  0
 24 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
  6 30  1  0
 30 31  1  0
 30 32  2  0
 32 33  1  0
 33 34  1  0
 32  3  1  0
 19  7  1  0
 16 10  1  0
 22 10  1  0
 14 12  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  4 38  1  0
  5 39  1  0
  7 40  1  6
 11 41  1  0
 11 42  1  0
 13 43  1  0
 28 53  1  1
 27 52  1  0
 26 51  1  0
 24 49  1  6
 25 50  1  0
 14 44  1  1
 19 45  1  6
 21 46  1  0
 21 47  1  0
 21 48  1  0
 31 54  1  0
 34 55  1  0
 34 56  1  0
 34 57  1  0
M  END


  Mrv1652309122213082D          

 34 38  0  0  1  0            999 V2000
   -4.0253   -0.7108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6423    0.0199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8180    0.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4351    0.7844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6108    0.8182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1694    0.1212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3451    0.1549    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0440    0.9829    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7702    1.3413    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.5166    0.8033    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2902    1.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0470    0.8177    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9882    1.6406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1018   -0.0055    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3517   -0.4225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5514   -0.1142    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9109   -0.7648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1771   -1.5457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0214   -0.6429    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5734   -0.1065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2980   -0.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7228    0.6420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1384    1.2244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8421   -0.3696    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8969   -1.1928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5276    0.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4728    0.9126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7325    1.2768    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6777    2.0999    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.5523   -0.6096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1110   -1.3066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3766   -0.6433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7596   -1.3741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5839   -1.4078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  1  0  0  0  0
 10 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
  7 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 10 22  1  0  0  0  0
 22 23  2  0  0  0  0
 14 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 12 28  1  0  0  0  0
 28 29  1  6  0  0  0
  6 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
  3 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0328043

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C([C@@H]2SS[C@@]34C[C@]5(O)[C@H](Cl)C=C[C@@H](O)[C@@H]5ON3C(=O)[C@@H]2N(C)C4=O)C(O)=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C21H23ClN2O8S2/c1-23-13-16(9-4-6-11(30-2)15(31-3)14(9)26)33-34-21(19(23)28)8-20(29)12(22)7-5-10(25)17(20)32-24(21)18(13)27/h4-7,10,12-13,16-17,25-26,29H,8H2,1-3H3/t10-,12-,13-,16+,17+,20+,21-/m1/s1

> <INCHI_KEY>
AWPMMJDFXQCEES-FEHKQZEWSA-N

> <FORMULA>
C21H23ClN2O8S2

> <MOLECULAR_WEIGHT>
530.99

> <EXACT_MASS>
530.0584358

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
49.01613884636988

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,3R,4R,7R,8S,12S,13S)-4-chloro-3,7-dihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-17-methyl-9-oxa-14,15-dithia-10,17-diazatetracyclo[10.3.2.0^{1,10}.0^{3,8}]heptadec-5-ene-11,16-dione

> <JCHEM_LOGP>
1.295066274666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.506304022626413

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.708325607663566

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3845635139637764

> <JCHEM_POLAR_SURFACE_AREA>
129.0

> <JCHEM_REFRACTIVITY>
125.13749999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3R,4R,7R,8S,12S,13S)-4-chloro-3,7-dihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-17-methyl-9-oxa-14,15-dithia-10,17-diazatetracyclo[10.3.2.0^{1,10}.0^{3,8}]heptadec-5-ene-11,16-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0      -7.514  -1.327   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -6.799   0.037   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -5.260   0.100   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.546   1.464   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.007   1.527   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.183   0.226   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.644   0.289   0.000  0.00  0.00           C+0
HETATM    8  S   UNK     0      -0.082   1.835   0.000  0.00  0.00           S+0
HETATM    9  S   UNK     0       1.438   2.504   0.000  0.00  0.00           S+0
HETATM   10  C   UNK     0       2.831   1.499   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.275   2.204   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.688   1.526   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.578   3.062   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       5.790  -0.010   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       4.390  -0.789   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0       2.896  -0.213   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       1.700  -1.428   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.197  -2.885   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.040  -1.200   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       1.070  -0.199   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       2.423  -0.935   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.349   1.198   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       0.258   2.286   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       7.172  -0.690   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       7.274  -2.227   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       8.452   0.167   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.349   1.704   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.967   2.383   0.000  0.00  0.00           C+0
HETATM   29 Cl   UNK     0       6.865   3.920   0.000  0.00  0.00          Cl+0
HETATM   30  C   UNK     0      -2.898  -1.138   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -2.074  -2.439   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -4.436  -1.201   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -5.151  -2.565   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -6.690  -2.628   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   32                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   30                                                  
CONECT    7    6    8   19                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   16   22                                             
CONECT   11   10   12                                                       
CONECT   12   11   13   14   28                                             
CONECT   13   12                                                            
CONECT   14   12   15   24                                                  
CONECT   15   14   16                                                       
CONECT   16   15   10   17                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17    7   20                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   10   23                                                  
CONECT   23   22                                                            
CONECT   24   14   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   12   29                                                  
CONECT   29   28                                                            
CONECT   30    6   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30    3   33                                                  
CONECT   33   32   34                                                       
CONECT   34   33                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   76    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₃ClN₂O₈S₂

Average Mass

530.9900 Da

Monoisotopic Mass

530.05844 Da

IUPAC Name

(1R,3R,4R,7R,8S,12S,13S)-4-chloro-3,7-dihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-17-methyl-9-oxa-14,15-dithia-10,17-diazatetracyclo[10.3.2.0^{1,10}.0^{3,8}]heptadec-5-ene-11,16-dione

Traditional Name

(1R,3R,4R,7R,8S,12S,13S)-4-chloro-3,7-dihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-17-methyl-9-oxa-14,15-dithia-10,17-diazatetracyclo[10.3.2.0^{1,10}.0^{3,8}]heptadec-5-ene-11,16-dione

CAS Registry Number

Not Available

SMILES

COC1=CC=C([C@@H]2SS[C@@]34C[C@]5(O)[C@H](Cl)C=C[C@@H](O)[C@@H]5ON3C(=O)[C@@H]2N(C)C4=O)C(O)=C1OC

InChI Identifier

InChI=1S/C21H23ClN2O8S2/c1-23-13-16(9-4-6-11(30-2)15(31-3)14(9)26)33-34-21(19(23)28)8-20(29)12(22)7-5-10(25)17(20)32-24(21)18(13)27/h4-7,10,12-13,16-17,25-26,29H,8H2,1-3H3/t10-,12-,13-,16+,17+,20+,21-/m1/s1

InChI Key

AWPMMJDFXQCEES-FEHKQZEWSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Penicillium adametzioides	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Methoxyphenol
Alpha-amino acid or derivatives
O-dimethoxybenzene
Dimethoxybenzene
Thiodioxopiperazine
Phenoxy compound
Dioxopiperazine
Phenol ether
Anisole
2,5-dioxopiperazine
Methoxybenzene
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
N-methylpiperazine
N-alkylpiperazine
Monocyclic benzene moiety
Piperazine
Oxazinane
1,4-diazinane
1,2-oxazinane
Tertiary carboxylic acid amide
Tertiary alcohol
Secondary alcohol
Organic disulfide
Lactam
Halohydrin
Carboxamide group
Chlorohydrin
Oxacycle
Azacycle
Carboxylic acid derivative
Organoheterocyclic compound
Ether
Alkyl chloride
Organic oxygen compound
Alcohol
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Alkyl halide
Organochloride
Organohalogen 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	1.3	ChemAxon
pKa (Strongest Acidic)	9.71	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	129 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	125.14 m³·mol⁻¹	ChemAxon
Polarizability	49.02 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

59006636

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101913793

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,3r,4r,7r,8s,12s,13s)-4-chloro-3,7-dihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-17-methyl-9-oxa-14,15-dithia-10,17-diazatetracyclo[10.3.2.0¹,¹⁰.0³,⁸]heptadec-5-ene-11,16-dione (NP0328043)

MOL for NP0328043 ((1r,3r,4r,7r,8s,12s,13s)-4-chloro-3,7-dihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-17-methyl-9-oxa-14,15-dithia-10,17-diazatetracyclo[10.3.2.0¹,¹⁰.0³,⁸]heptadec-5-ene-11,16-dione)

3D MOL for NP0328043 ((1r,3r,4r,7r,8s,12s,13s)-4-chloro-3,7-dihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-17-methyl-9-oxa-14,15-dithia-10,17-diazatetracyclo[10.3.2.0¹,¹⁰.0³,⁸]heptadec-5-ene-11,16-dione)

3D SDF for NP0328043 ((1r,3r,4r,7r,8s,12s,13s)-4-chloro-3,7-dihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-17-methyl-9-oxa-14,15-dithia-10,17-diazatetracyclo[10.3.2.0¹,¹⁰.0³,⁸]heptadec-5-ene-11,16-dione)

3D-SDF for NP0328043 ((1r,3r,4r,7r,8s,12s,13s)-4-chloro-3,7-dihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-17-methyl-9-oxa-14,15-dithia-10,17-diazatetracyclo[10.3.2.0¹,¹⁰.0³,⁸]heptadec-5-ene-11,16-dione)

PDB for NP0328043 ((1r,3r,4r,7r,8s,12s,13s)-4-chloro-3,7-dihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-17-methyl-9-oxa-14,15-dithia-10,17-diazatetracyclo[10.3.2.0¹,¹⁰.0³,⁸]heptadec-5-ene-11,16-dione)

3D PDB for NP0328043 ((1r,3r,4r,7r,8s,12s,13s)-4-chloro-3,7-dihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-17-methyl-9-oxa-14,15-dithia-10,17-diazatetracyclo[10.3.2.0¹,¹⁰.0³,⁸]heptadec-5-ene-11,16-dione)

SMILES for NP0328043 ((1r,3r,4r,7r,8s,12s,13s)-4-chloro-3,7-dihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-17-methyl-9-oxa-14,15-dithia-10,17-diazatetracyclo[10.3.2.0¹,¹⁰.0³,⁸]heptadec-5-ene-11,16-dione)

INCHI for NP0328043 ((1r,3r,4r,7r,8s,12s,13s)-4-chloro-3,7-dihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-17-methyl-9-oxa-14,15-dithia-10,17-diazatetracyclo[10.3.2.0¹,¹⁰.0³,⁸]heptadec-5-ene-11,16-dione)

Structure for NP0328043 ((1r,3r,4r,7r,8s,12s,13s)-4-chloro-3,7-dihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-17-methyl-9-oxa-14,15-dithia-10,17-diazatetracyclo[10.3.2.0¹,¹⁰.0³,⁸]heptadec-5-ene-11,16-dione)

3D Structure for NP0328043 ((1r,3r,4r,7r,8s,12s,13s)-4-chloro-3,7-dihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-17-methyl-9-oxa-14,15-dithia-10,17-diazatetracyclo[10.3.2.0¹,¹⁰.0³,⁸]heptadec-5-ene-11,16-dione)