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

ID: ALA4476553

Chembl Id: CHEMBL4476553

PubChem CID: 136624740

Max Phase: Preclinical

Molecular Formula: C19H22O2S

Molecular Weight: 314.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C/C(C)=C/[C@@]1(C)SC(=O)C(CCc2ccc(C)cc2)=C1O

Standard InChI:  InChI=1S/C19H22O2S/c1-5-13(2)12-19(4)17(20)16(18(21)22-19)11-10-15-8-6-14(3)7-9-15/h5-9,12,20H,1,10-11H2,2-4H3/b13-12+/t19-/m1/s1

Standard InChI Key:  NVLHSLMGWBLNON-JXOMPUQVSA-N

Alternative Forms

1. Parent:

   

   ALA4476553

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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: 314.45

Molecular Weight (Monoisotopic): 314.1341

AlogP: 4.90

#Rotatable Bonds: 5

Polar Surface Area: 37.30

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 6.92

CX Basic pKa:

CX LogP: 5.08

CX LogD: 4.48

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.79

Np Likeness Score: 1.13

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