3-(3-((2S,4aS,8S,8aR)-6-(benzylthio)-8-methyl-3-methylene-7-oxo-1,3,4,7,8,8a-hexahydro-2H-2,4a-ethanonaphthalen-8-yl)propanamido)-2,4-dihydroxybenzoic acid

ID: ALA4790643

PubChem CID: 162670370

Max Phase: Preclinical

Molecular Formula: C31H33NO6S

Molecular Weight: 547.67

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1C[C@]23C=C(SCc4ccccc4)C(=O)[C@@](C)(CCC(=O)Nc4c(O)ccc(C(=O)O)c4O)[C@@H]2C[C@H]1CC3

Standard InChI:  InChI=1S/C31H33NO6S/c1-18-15-31-13-10-20(18)14-24(31)30(2,28(36)23(16-31)39-17-19-6-4-3-5-7-19)12-11-25(34)32-26-22(33)9-8-21(27(26)35)29(37)38/h3-9,16,20,24,33,35H,1,10-15,17H2,2H3,(H,32,34)(H,37,38)/t20-,24+,30+,31-/m1/s1

Standard InChI Key:  ZEDLFCYMHFMDCE-VFYZHTGASA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4790643

   ---

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: 547.67

Molecular Weight (Monoisotopic): 547.2029

AlogP: 6.28

#Rotatable Bonds: 8

Polar Surface Area: 123.93

Molecular Species: ACID

HBA: 6

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.96

CX Basic pKa: ┄

CX LogP: 6.35

CX LogD: 2.87

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.23

Np Likeness Score: 1.24

References

1. Li Y,Weng X,Deng Y,Pan J,Zhu S,Wen Z,Yuan Y,Li S,Shen B,Duan Y,Huang Y.  (2021)  Semisynthesis and Biological Evaluation of Platencin Thioether Derivatives: Dual FabF and FabH Inhibitors against MRSA.,  12  (3.0): [PMID:33738071] [10.1021/acsmedchemlett.0c00653]

Source

Source(1):

• Scientific Literature