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

ID: ALA3736202

PubChem CID: 127035392

Max Phase: Preclinical

Molecular Formula: C34H33N3O3S

Molecular Weight: 563.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCSc1nc2c(C)cc(C(=O)NC[C@H](C)c3ccccc3)cc2n1Cc1ccc(-c2ccccc2C(=O)O)cc1

Standard InChI:  InChI=1S/C34H33N3O3S/c1-4-41-34-36-31-22(2)18-27(32(38)35-20-23(3)25-10-6-5-7-11-25)19-30(31)37(34)21-24-14-16-26(17-15-24)28-12-8-9-13-29(28)33(39)40/h5-19,23H,4,20-21H2,1-3H3,(H,35,38)(H,39,40)/t23-/m0/s1

Standard InChI Key:  FWZUAHSNDPMYKQ-QHCPKHFHSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3736202

   ---

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: 563.72

Molecular Weight (Monoisotopic): 563.2243

AlogP: 7.40

#Rotatable Bonds: 10

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: 7.37

CX LogD: 4.74

Aromatic Rings: 5

Heavy Atoms: 41

QED Weighted: 0.17

Np Likeness Score: -1.30

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