ID: ALA301072

Max Phase: Preclinical

Molecular Formula: C28H28N6O2

Molecular Weight: 480.57

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCCc1nc2cccc(C(=O)OCC)c2n1Cc1ccc(-c2ccccc2-c2nn[nH]n2)cc1

Standard InChI:  InChI=1S/C28H28N6O2/c1-3-5-13-25-29-24-12-8-11-23(28(35)36-4-2)26(24)34(25)18-19-14-16-20(17-15-19)21-9-6-7-10-22(21)27-30-32-33-31-27/h6-12,14-17H,3-5,13,18H2,1-2H3,(H,30,31,32,33)

Standard InChI Key:  DQNOTSAWJZKWSG-UHFFFAOYSA-N

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

Properties

Molecular Weight: 480.57

Molecular Weight (Monoisotopic): 480.2274

AlogP: 5.45

#Rotatable Bonds: 9

Polar Surface Area: 98.58

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.85

CX Basic pKa: 4.47

CX LogP: 6.85

CX LogD: 5.74

Aromatic Rings: 5

Heavy Atoms: 36

QED Weighted: 0.28

Np Likeness Score: -1.09

References

1. Kubo K, Inada Y, Kohara Y, Sugiura Y, Ojima M, Itoh K, Furukawa Y, Nishikawa K, Naka T..  (1993)  Nonpeptide angiotensin II receptor antagonists. Synthesis and biological activity of benzimidazoles.,  36  (12): [PMID:8510105] [10.1021/jm00064a011]

2. Kubo K, Kohara Y, Yoshimura Y, Inada Y, Shibouta Y, Furukawa Y, Kato T, Nishikawa K, Naka T..  (1993)  Nonpeptide angiotensin II receptor antagonists. Synthesis and biological activity of potential prodrugs of benzimidazole-7-carboxylic acids.,  36  (16): [PMID:8360879] [10.1021/jm00068a011]

3. Jain A, Chaturvedi SC.  (2010)  QSAR modeling of some substituted benzimidazole as Angotensin II AT1 receptor antagonist,  19  (2): [10.1007/s00044-009-9182-z]

Source

Source(1):

• Scientific Literature