4-((4-Fluorophenylsulfonyl)amino)-N-((1-(4-((R)-2,5-dihydro-4-hydroxy-5-methyl-5-((E)-2-methylbuta-1,3-dienyl)-2-oxothiophen-3-yl)butyl)-1H-1,2,3-triazol-4-yl)methyl)benzamide

ID: ALA4539492

Chembl Id: CHEMBL4539492

PubChem CID: 136996827

Max Phase: Preclinical

Molecular Formula: C30H32FN5O5S2

Molecular Weight: 625.75

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C/C(C)=C/[C@@]1(C)SC(=O)C(CCCCn2cc(CNC(=O)c3ccc(NS(=O)(=O)c4ccc(F)cc4)cc3)nn2)=C1O

Standard InChI:  InChI=1S/C30H32FN5O5S2/c1-4-20(2)17-30(3)27(37)26(29(39)42-30)7-5-6-16-36-19-24(33-35-36)18-32-28(38)21-8-12-23(13-9-21)34-43(40,41)25-14-10-22(31)11-15-25/h4,8-15,17,19,34,37H,1,5-7,16,18H2,2-3H3,(H,32,38)/b20-17+/t30-/m1/s1

Standard InChI Key:  FUYRNIKRQJPPTD-DKZDZWEYSA-N

Alternative Forms

1. Parent:

   

   ALA4539492

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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: 625.75

Molecular Weight (Monoisotopic): 625.1829

AlogP: 5.29

#Rotatable Bonds: 13

Polar Surface Area: 143.28

Molecular Species: ACID

HBA: 9

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 6.37

CX Basic pKa: 0.12

CX LogP: 4.49

CX LogD: 3.31

Aromatic Rings: 3

Heavy Atoms: 43

QED Weighted: 0.17

Np Likeness Score: -0.92

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