ID: ALA171596

Max Phase: Preclinical

Molecular Formula: C15H14N2

Molecular Weight: 222.29

Molecule Type: Small molecule

Representations

Canonical SMILES:  c1ccc(CCc2nc3ccccc3[nH]2)cc1

Standard InChI:  InChI=1S/C15H14N2/c1-2-6-12(7-3-1)10-11-15-16-13-8-4-5-9-14(13)17-15/h1-9H,10-11H2,(H,16,17)

Standard InChI Key:  BMLOBNVUJHKONU-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: 222.29

Molecular Weight (Monoisotopic): 222.1157

AlogP: 3.35

#Rotatable Bonds: 3

Polar Surface Area: 28.68

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.56

CX Basic pKa: 6.19

CX LogP: 3.66

CX LogD: 3.64

Aromatic Rings: 3

Heavy Atoms: 17

QED Weighted: 0.72

Np Likeness Score: -1.08

References

1. Murray M, Ryan AJ, Little PJ..  (1982)  Inhibition of rat hepatic microsomal aminopyrine N-demethylase activity by benzimidazole derivatives. Quantitative structure-activity relationships.,  25  (8): [PMID:7120277] [10.1021/jm00350a002]

2. Duchowicz PR, Vitale MG, Castro EA, Fernández M, Caballero J..  (2007)  QSAR analysis for heterocyclic antifungals.,  15  (7): [PMID:17296301] [10.1016/j.bmc.2007.01.039]

3. Sørensen US, Strøbaek D, Christophersen P, Hougaard C, Jensen ML, Nielsen EØ, Peters D, Teuber L..  (2008)  Synthesis and structure-activity relationship studies of 2-(N-substituted)-aminobenzimidazoles as potent negative gating modulators ofsmall conductance Ca2+-activated K+ channels.,  51  (23): [PMID:18998663] [10.1021/jm800809f]

4. PubChem BioAssay data set, 

5. Giorgioni G, Accorroni B, Di Stefano A, Marucci G, Siniscalchi A, Claudi F.  (2005)  Benzimidazole, Benzoxazole and Benzothiazole Derivatives as 5HT2B Receptor Ligands. Synthesis and Preliminary Pharmacological Evaluation,  14  (2): [10.1007/s00044-005-0125-z]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays