N-((1-(2-(2-((R)-2,5-Dihydro-2-methyl-2-((E)-2-methylbuta-1,3-dienyl)-5-oxothiophen-3-yloxy)acetamido)ethyl)-1H-1,2,3-triazol-4-yl)methyl)-4-((4-fluorophenylsulfonyl)-amino)benzamide

ID: ALA4526695

PubChem CID: 71469219

Max Phase: Preclinical

Molecular Formula: C30H31FN6O6S2

Molecular Weight: 654.75

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C/C(C)=C/[C@@]1(C)SC(=O)C=C1OCC(=O)NCCn1cc(CNC(=O)c2ccc(NS(=O)(=O)c3ccc(F)cc3)cc2)nn1

Standard InChI:  InChI=1S/C30H31FN6O6S2/c1-4-20(2)16-30(3)26(15-28(39)44-30)43-19-27(38)32-13-14-37-18-24(34-36-37)17-33-29(40)21-5-9-23(10-6-21)35-45(41,42)25-11-7-22(31)8-12-25/h4-12,15-16,18,35H,1,13-14,17,19H2,2-3H3,(H,32,38)(H,33,40)/b20-16+/t30-/m1/s1

Standard InChI Key:  BEEGZEVWVQIHNU-TXBZQZDDSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4526695

   4-[(4-fluorophenyl)sulfonylamino]-N-[[1-[2-[[2-[(2R)-2-methyl-2-[(1E)-2-methylbuta-1,3-dienyl]-5-oxothiophen-3-yl]oxyacetyl]amino]ethyl]triazol-4-yl]methyl]benzamide

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: 654.75

Molecular Weight (Monoisotopic): 654.1731

AlogP: 3.33

#Rotatable Bonds: 14

Polar Surface Area: 161.38

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.75

CX Basic pKa: 0.20

CX LogP: 2.52

CX LogD: 2.38

Aromatic Rings: 3

Heavy Atoms: 45

QED Weighted: 0.22

Np Likeness Score: -1.28

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