(R)-3-(4-(4-Chlorophenyl)butyl)-4-hydroxy-5-methyl-5-((E)-2-methylbuta-1,3-dienyl)thiophen-2(5H)-one

ID: ALA4463228

Chembl Id: CHEMBL4463228

PubChem CID: 136624739

Max Phase: Preclinical

Molecular Formula: C20H23ClO2S

Molecular Weight: 362.92

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C/C(C)=C/[C@@]1(C)SC(=O)C(CCCCc2ccc(Cl)cc2)=C1O

Standard InChI:  InChI=1S/C20H23ClO2S/c1-4-14(2)13-20(3)18(22)17(19(23)24-20)8-6-5-7-15-9-11-16(21)12-10-15/h4,9-13,22H,1,5-8H2,2-3H3/b14-13+/t20-/m1/s1

Standard InChI Key:  BSQJMQMJAIDRDR-FBRRREGBSA-N

Alternative Forms

1. Parent:

   

   ALA4463228

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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: 362.92

Molecular Weight (Monoisotopic): 362.1107

AlogP: 6.03

#Rotatable Bonds: 7

Polar Surface Area: 37.30

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.76

CX Basic pKa:

CX LogP: 6.06

CX LogD: 5.34

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.47

Np Likeness Score: 0.94

References

1. Bommineni GR, Kapilashrami K, Cummings JE, Lu Y, Knudson SE, Gu C, Walker SG, Slayden RA, Tonge PJ..  (2016)  Thiolactomycin-Based Inhibitors of Bacterial β-Ketoacyl-ACP Synthases with in Vivo Activity.,  59  (11): [PMID:27187871] [10.1021/acs.jmedchem.6b00236]

Source

Source(1):

• Scientific Literature