1-methyl-1H-imidazole-4-sulfonic acid {2-[(4-bromophenyl)-(3-methyl-3H-imidazol-4-ylmethyl)amino]ethyl}pyridin-2-ylmethylamide

ID: ALA215229

Chembl Id: CHEMBL215229

PubChem CID: 16086161

Max Phase: Preclinical

Molecular Formula: C23H26BrN7O2S

Molecular Weight: 544.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1cnc(S(=O)(=O)N(CCN(Cc2cncn2C)c2ccc(Br)cc2)Cc2ccccn2)c1

Standard InChI:  InChI=1S/C23H26BrN7O2S/c1-28-16-23(27-18-28)34(32,33)31(14-20-5-3-4-10-26-20)12-11-30(15-22-13-25-17-29(22)2)21-8-6-19(24)7-9-21/h3-10,13,16-18H,11-12,14-15H2,1-2H3

Standard InChI Key:  WJNQCZYLIZZQGJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA215229

   N-(2-{(4-bromophenyl)[(1-methyl-1H-imidazol-5-yl)methyl]amino}ethyl)-1-methyl-N-(pyridin-2-ylmethyl)-1H-imidazole-4-sulfonamide

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: 544.48

Molecular Weight (Monoisotopic): 543.1052

AlogP: 3.21

#Rotatable Bonds: 10

Polar Surface Area: 89.15

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.22

CX LogP: 2.74

CX LogD: 2.72

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.30

Np Likeness Score: -1.46

References

1. Glenn MP, Chang SY, Hornéy C, Rivas K, Yokoyama K, Pusateri EE, Fletcher S, Cummings CG, Buckner FS, Pendyala PR, Chakrabarti D, Sebti SM, Gelb M, Van Voorhis WC, Hamilton AD..  (2006)  Structurally simple, potent, Plasmodium selective farnesyltransferase inhibitors that arrest the growth of malaria parasites.,  49  (19): [PMID:16970397] [10.1021/jm060081v]

Source

Source(1):

• Scientific Literature