[5-(4-Phenyl-piperazine-1-carbonyl)-1H-benzoimidazol-2-yl]-carbamic acid methyl ester

ID: ALA268028

Chembl Id: CHEMBL268028

PubChem CID: 44267561

Max Phase: Preclinical

Molecular Formula: C20H21N5O3

Molecular Weight: 379.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)Nc1nc2cc(C(=O)N3CCN(c4ccccc4)CC3)ccc2[nH]1

Standard InChI:  InChI=1S/C20H21N5O3/c1-28-20(27)23-19-21-16-8-7-14(13-17(16)22-19)18(26)25-11-9-24(10-12-25)15-5-3-2-4-6-15/h2-8,13H,9-12H2,1H3,(H2,21,22,23,27)

Standard InChI Key:  JIYZEDVNLMKOKR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA268028

   methyl N-[6-(4-phenylpiperazine-1-carbonyl)-1H-benzimidazol-2-yl]carbamate

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: 379.42

Molecular Weight (Monoisotopic): 379.1644

AlogP: 2.70

#Rotatable Bonds: 3

Polar Surface Area: 90.56

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.21

CX Basic pKa: 3.74

CX LogP: 2.84

CX LogD: 2.83

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.73

Np Likeness Score: -1.60

References

1. Kumar S, Seth M, Bhaduri AP, Visen PK, Misra A, Gupta S, Fatima N, Katiyar JC, Chatterjee RK, Sen AB..  (1984)  Syntheses and anthelmintic activity of alkyl 5(6)-(substituted-carbamoyl)- and 5(6)-(disubstituted-carbamoyl)benzimidazole-2-carbamates and related compounds.,  27  (8): [PMID:6540312] [10.1021/jm00374a025]

Source

Source(1):

• Scientific Literature