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

ID: ALA4788307

PubChem CID: 162669126

Max Phase: Preclinical

Molecular Formula: C31H33NO6S

Molecular Weight: 547.67

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1C[C@]23C=C(Sc4ccccc4C)C(=O)[C@@](C)(CCC(=O)Nc4c(O)ccc(C(=O)O)c4O)[C@@H]2C[C@H]1CC3

Standard InChI:  InChI=1S/C31H33NO6S/c1-17-6-4-5-7-22(17)39-23-16-31-13-10-19(18(2)15-31)14-24(31)30(3,28(23)36)12-11-25(34)32-26-21(33)9-8-20(27(26)35)29(37)38/h4-9,16,19,24,33,35H,2,10-15H2,1,3H3,(H,32,34)(H,37,38)/t19-,24+,30+,31-/m1/s1

Standard InChI Key:  WOHXJLQPBUBGHW-CKXMXMCGSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4788307

   ---

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: 6.45

#Rotatable Bonds: 7

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: 6.62

CX LogD: 3.14

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.23

Np Likeness Score: 1.25

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