ID: ALA48242

Max Phase: Preclinical

Molecular Formula: C26H24N6O2

Molecular Weight: 452.52

Molecule Type: Small molecule

Representations

Synonyms (1): CV-11194
Synonyms from Alternative Forms(1):

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

Standard InChI:  InChI=1S/C26H24N6O2/c1-2-3-11-23-27-22-10-6-9-21(26(33)34)24(22)32(23)16-17-12-14-18(15-13-17)19-7-4-5-8-20(19)25-28-30-31-29-25/h4-10,12-15H,2-3,11,16H2,1H3,(H,33,34)(H,28,29,30,31)

Standard InChI Key:  FLOKGHWIQFCIJW-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: 452.52

Molecular Weight (Monoisotopic): 452.1961

AlogP: 4.97

#Rotatable Bonds: 8

Polar Surface Area: 109.58

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 1.85

CX Basic pKa: 5.86

CX LogP: 4.45

CX LogD: 1.85

Aromatic Rings: 5

Heavy Atoms: 34

QED Weighted: 0.34

Np Likeness Score: -1.05

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, Imamiya E, Sugiura Y, Inada Y, Furukawa Y, Nishikawa K, Naka T..  (1993)  Nonpeptide angiotensin II receptor antagonists. Synthesis and biological activity of benzimidazolecarboxylic acids.,  36  (15): [PMID:8340921] [10.1021/jm00067a016]

3. 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]

4. Kohara Y, Kubo K, Imamiya E, Wada T, Inada Y, Naka T..  (1996)  Synthesis and angiotensin II receptor antagonistic activities of benzimidazole derivatives bearing acidic heterocycles as novel tetrazole bioisosteres.,  39  (26): [PMID:8978851] [10.1021/jm960547h]

5. Naik P, Murumkar P, Giridhar R, Yadav MR..  (2010)  Angiotensin II receptor type 1 (AT1) selective nonpeptidic antagonists--a perspective.,  18  (24): [PMID:21071232] [10.1016/j.bmc.2010.10.043]

6. 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