Amphiepicoccin C

ID: ALA4649335

PubChem CID: 156020241

Max Phase: Preclinical

Molecular Formula: C19H20N2O6S3

Molecular Weight: 468.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CS[C@@]12C[C@H]3C(=O)C=C[C@H](O)[C@H]3N1C(=O)[C@@]13C[C@H]4C(=O)C[C@@H](SS1)[C@H](O)[C@H]4N3C2=O

Standard InChI:  InChI=1S/C19H20N2O6S3/c1-28-18-5-7-9(22)2-3-10(23)13(7)20(18)17(27)19-6-8-11(24)4-12(29-30-19)15(25)14(8)21(19)16(18)26/h2-3,7-8,10,12-15,23,25H,4-6H2,1H3/t7-,8-,10-,12+,13-,14-,15-,18+,19+/m0/s1

Standard InChI Key:  IXSAUCJJJVVUBK-FVCPCXLRSA-N

Molfile:  

 
     RDKit          2D

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   18.4395   -5.9638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4395   -5.1549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7425   -4.7463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.9990   -5.4928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6702   -4.7530    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1329   -4.1020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6597   -3.4585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.8626   -5.7286    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.0413   -6.7728    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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   17.7436   -3.9374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   13.8923   -2.8932    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.5349   -3.3885    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.1189   -2.6851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  8 23  1  6
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  5 25  1  1
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 34 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4649335

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 468.58

Molecular Weight (Monoisotopic): 468.0483

AlogP: -0.21

#Rotatable Bonds: 1

Polar Surface Area: 115.22

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.69

CX Basic pKa: ┄

CX LogP: 0.48

CX LogD: 0.48

Aromatic Rings: ┄

Heavy Atoms: 30

QED Weighted: 0.50

Np Likeness Score: 3.02

References

1. Wang Q, Zhang K, Wang W, Zhang G, Zhu T, Che Q, Gu Q, Li D..  (2020)  Amphiepicoccins A-J: Epipolythiodioxopiperazines from the Fish-Gill-Derived Fungus Epicoccum nigrum HDN17-88.,  83  (2): [PMID:31975590] [10.1021/acs.jnatprod.9b01242]

Source

Source(1):

• Scientific Literature