2-Phenyl-3H-benzoimidazole-5-carboxamidine

ID: ALA96917

Chembl Id: CHEMBL96917

PubChem CID: 11009950

Max Phase: Preclinical

Molecular Formula: C14H12N4

Molecular Weight: 236.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)c1ccc2[nH]c(-c3ccccc3)nc2c1

Standard InChI:  InChI=1S/C14H12N4/c15-13(16)10-6-7-11-12(8-10)18-14(17-11)9-4-2-1-3-5-9/h1-8H,(H3,15,16)(H,17,18)

Standard InChI Key:  YOGKYTKBSDBMTL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA96917

   2-Phenyl-1H-benzoimidazole-5-carboxamidine

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: 236.28

Molecular Weight (Monoisotopic): 236.1062

AlogP: 2.51

#Rotatable Bonds: 2

Polar Surface Area: 78.55

Molecular Species: BASE

HBA: 2

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.48

CX Basic pKa: 10.70

CX LogP: 1.86

CX LogD: -0.17

Aromatic Rings: 3

Heavy Atoms: 18

QED Weighted: 0.47

Np Likeness Score: -1.01

References

1. Weidner-Wells MA, Ohemeng KA, Nguyen VN, Fraga-Spano S, Macielag MJ, Werblood HM, Foleno BD, Webb GC, Barrett JF, Hlasta DJ..  (2001)  Amidino benzimidazole inhibitors of bacterial two-component systems.,  11  (12): [PMID:11412977] [10.1016/s0960-894x(01)00024-5]

2. Verner E, Katz BA, Spencer JR, Allen D, Hataye J, Hruzewicz W, Hui HC, Kolesnikov A, Li Y, Luong C, Martelli A, Radika K, Rai R, She M, Shrader W, Sprengeler PA, Trapp S, Wang J, Young WB, Mackman RL..  (2001)  Development of serine protease inhibitors displaying a multicentered short (<2.3 A) hydrogen bond binding mode: inhibitors of urokinase-type plasminogen activator and factor Xa.,  44  (17): [PMID:11495587] [10.1021/jm0100638]

Source

Source(1):

• Scientific Literature