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

ID: ALA385845

Chembl Id: CHEMBL385845

PubChem CID: 16086180

Max Phase: Preclinical

Molecular Formula: C24H26N8O2S

Molecular Weight: 490.59

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H26N8O2S/c1-29-17-24(28-19-29)35(33,34)32(15-21-5-3-4-10-27-21)12-11-31(16-23-14-26-18-30(23)2)22-8-6-20(13-25)7-9-22/h3-10,14,17-19H,11-12,15-16H2,1-2H3

Standard InChI Key:  MRIVPRZNMCCALI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA385845

   N-(2-{(4-cyanophenyl)[(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: 490.59

Molecular Weight (Monoisotopic): 490.1899

AlogP: 2.32

#Rotatable Bonds: 10

Polar Surface Area: 112.94

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.22

CX LogP: 1.83

CX LogD: 1.81

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.34

Np Likeness Score: -1.61

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