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

ID: ALA11861

Chembl Id: CHEMBL11861

Cas Number: 65003-32-9

PubChem CID: 174075

Max Phase: Preclinical

Molecular Formula: C15H18N4O3

Molecular Weight: 302.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)Nc1nc2cc(C(=O)N3CCCCC3)ccc2[nH]1

Standard InChI:  InChI=1S/C15H18N4O3/c1-22-15(21)18-14-16-11-6-5-10(9-12(11)17-14)13(20)19-7-3-2-4-8-19/h5-6,9H,2-4,7-8H2,1H3,(H2,16,17,18,21)

Standard InChI Key:  BQBMJMKDJQOLCK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA11861

   Carbamic acid, (5-(1-piperidinylcarbonyl)-1H-benzimidazol-2-yl)-, methyl ester

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: 302.33

Molecular Weight (Monoisotopic): 302.1379

AlogP: 2.37

#Rotatable Bonds: 2

Polar Surface Area: 87.32

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.21

CX Basic pKa: 3.46

CX LogP: 1.95

CX LogD: 1.94

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.89

Np Likeness Score: -1.47

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]

2. Palomares-Alonso F, Jung-Cook H, Pérez-Villanueva J, Piliado JC, Rodríguez-Morales S, Palencia-Hernández G, López-Balbiaux N, Hernández-Campos A, Castillo R, Hernández-Luis F..  (2009)  Synthesis and in vitro cysticidal activity of new benzimidazole derivatives.,  44  (4): [PMID:18582991] [10.1016/j.ejmech.2008.05.005]

Source

Source(1):

• Scientific Literature