2-cyano-4-(2,2-dimethyl-propylamino)-pyrimidine-5-carboxylic acid {2-[4-(2-imidazol-1-yl-ethoxy)-phenyl]-ethyl}-amide

ID: ALA218007

Chembl Id: CHEMBL218007

PubChem CID: 16108894

Max Phase: Preclinical

Molecular Formula: C24H29N7O2

Molecular Weight: 447.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)CNc1nc(C#N)ncc1C(=O)NCCc1ccc(OCCn2ccnc2)cc1

Standard InChI:  InChI=1S/C24H29N7O2/c1-24(2,3)16-29-22-20(15-28-21(14-25)30-22)23(32)27-9-8-18-4-6-19(7-5-18)33-13-12-31-11-10-26-17-31/h4-7,10-11,15,17H,8-9,12-13,16H2,1-3H3,(H,27,32)(H,28,29,30)

Standard InChI Key:  HWNYTOPEHDSGOF-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA218007

   2-cyano-4-[(2,2-dimethylpropyl)amino]-N-(2-{4-[2-(1H-imidazol-1-yl)ethoxy]phenyl}ethyl)pyrimidine-5-carboxamide

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: 447.54

Molecular Weight (Monoisotopic): 447.2383

AlogP: 3.05

#Rotatable Bonds: 10

Polar Surface Area: 117.75

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.19

CX Basic pKa: 6.49

CX LogP: 3.75

CX LogD: 3.71

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.49

Np Likeness Score: -1.48

References

1. Altmann E, Aichholz R, Betschart C, Buhl T, Green J, Irie O, Teno N, Lattmann R, Tintelnot-Blomley M, Missbach M..  (2007)  2-Cyano-pyrimidines: a new chemotype for inhibitors of the cysteine protease cathepsin K.,  50  (4): [PMID:17256925] [10.1021/jm0613525]

Source

Source(1):

• Scientific Literature