2-cyano-4-(2,2-dimethyl-propylamino)-pyrimidine-5-carboxylic acid {2-[4-(1-methyl-piperidin-4-yloxy)-phenyl]-ethyl}-amide

ID: ALA449096

Chembl Id: CHEMBL449096

PubChem CID: 16108905

Max Phase: Preclinical

Molecular Formula: C25H34N6O2

Molecular Weight: 450.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCC(Oc2ccc(CCNC(=O)c3cnc(C#N)nc3NCC(C)(C)C)cc2)CC1

Standard InChI:  InChI=1S/C25H34N6O2/c1-25(2,3)17-29-23-21(16-28-22(15-26)30-23)24(32)27-12-9-18-5-7-19(8-6-18)33-20-10-13-31(4)14-11-20/h5-8,16,20H,9-14,17H2,1-4H3,(H,27,32)(H,28,29,30)

Standard InChI Key:  AKAUMTCIIOMDTI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA449096

   2-cyano-4-[(2,2-dimethylpropyl)amino]-N-(2-{4-[(1-methylpiperidin-4-yl)oxy]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: 450.59

Molecular Weight (Monoisotopic): 450.2743

AlogP: 3.25

#Rotatable Bonds: 8

Polar Surface Area: 103.17

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.19

CX Basic pKa: 8.59

CX LogP: 3.94

CX LogD: 2.72

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.64

Np Likeness Score: -0.96

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