(R)-N-(2-phenylpropyl)-1-[2'-(1H-tetrazol-5-yl)-1,1'-biphenyl-4-yl]methyl-4-methyl-2-(ethylthio)-1H-benzimidazole-6-carboxamide

ID: ALA3735558

PubChem CID: 127035557

Max Phase: Preclinical

Molecular Formula: C34H33N7OS

Molecular Weight: 587.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCSc1nc2c(C)cc(C(=O)NC[C@H](C)c3ccccc3)cc2n1Cc1ccc(-c2ccccc2-c2nnn[nH]2)cc1

Standard InChI:  InChI=1S/C34H33N7OS/c1-4-43-34-36-31-22(2)18-27(33(42)35-20-23(3)25-10-6-5-7-11-25)19-30(31)41(34)21-24-14-16-26(17-15-24)28-12-8-9-13-29(28)32-37-39-40-38-32/h5-19,23H,4,20-21H2,1-3H3,(H,35,42)(H,37,38,39,40)/t23-/m0/s1

Standard InChI Key:  PRCRZUBJQQJBJH-QHCPKHFHSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3735558

   ---

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: 587.75

Molecular Weight (Monoisotopic): 587.2467

AlogP: 6.89

#Rotatable Bonds: 10

Polar Surface Area: 101.38

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.26

CX Basic pKa: 3.76

CX LogP: 7.33

CX LogD: 6.07

Aromatic Rings: 6

Heavy Atoms: 43

QED Weighted: 0.17

Np Likeness Score: -1.60

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