(S)-4'-[[4-methyl-6-((2-phenylpropyl)carbamoyl)-2-(propylthio)-1H-benzimidazol-1-yl]methyl]-biphenyl-2-carboxylic acid

ID: ALA3734763

PubChem CID: 127035558

Max Phase: Preclinical

Molecular Formula: C35H35N3O3S

Molecular Weight: 577.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCSc1nc2c(C)cc(C(=O)NC[C@@H](C)c3ccccc3)cc2n1Cc1ccc(-c2ccccc2C(=O)O)cc1

Standard InChI:  InChI=1S/C35H35N3O3S/c1-4-18-42-35-37-32-23(2)19-28(33(39)36-21-24(3)26-10-6-5-7-11-26)20-31(32)38(35)22-25-14-16-27(17-15-25)29-12-8-9-13-30(29)34(40)41/h5-17,19-20,24H,4,18,21-22H2,1-3H3,(H,36,39)(H,40,41)/t24-/m1/s1

Standard InChI Key:  MVIFFEJULHCEPV-XMMPIXPASA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3734763

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 577.75

Molecular Weight (Monoisotopic): 577.2399

AlogP: 7.79

#Rotatable Bonds: 11

Polar Surface Area: 84.22

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.43

CX Basic pKa: 4.04

CX LogP: 7.89

CX LogD: 5.26

Aromatic Rings: 5

Heavy Atoms: 42

QED Weighted: 0.16

Np Likeness Score: -1.26

References

1. Han XF, He X, Wang M, Xu D, Hao LP, Liang AH, Zhang J, Zhou ZM..  (2015)  Discovery of novel, potent and low-toxicity angiotensin II receptor type 1 (AT1) blockers: Design, synthesis and biological evaluation of 6-substituted aminocarbonyl benzimidazoles with a chiral center.,  103  [PMID:26397395] [10.1016/j.ejmech.2015.09.010]

Source

Source(1):

• Scientific Literature