2-(6-(4-(2-morpholinoethyl)piperazin-1-yl)pyrimidin-4-ylamino)thiazole-5-carbonitrile

ID: ALA204446

Chembl Id: CHEMBL204446

PubChem CID: 10111613

Max Phase: Preclinical

Molecular Formula: C18H24N8OS

Molecular Weight: 400.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1cnc(Nc2cc(N3CCN(CCN4CCOCC4)CC3)ncn2)s1

Standard InChI:  InChI=1S/C18H24N8OS/c19-12-15-13-20-18(28-15)23-16-11-17(22-14-21-16)26-5-3-24(4-6-26)1-2-25-7-9-27-10-8-25/h11,13-14H,1-10H2,(H,20,21,22,23)

Standard InChI Key:  YOARXMDDBVYHOA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA204446

   2-(6-(4-(2-Morpholinoethyl)piperazin-1-yl)pyrimidin-4-ylamino)thiazole-5-carbonitrile

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: 400.51

Molecular Weight (Monoisotopic): 400.1794

AlogP: 1.00

#Rotatable Bonds: 6

Polar Surface Area: 93.44

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.27

CX Basic pKa: 7.28

CX LogP: 1.52

CX LogD: 1.47

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.76

Np Likeness Score: -2.10

References

1. Sisko JT, Tucker TJ, Bilodeau MT, Buser CA, Ciecko PA, Coll KE, Fernandes C, Gibbs JB, Koester TJ, Kohl N, Lynch JJ, Mao X, McLoughlin D, Miller-Stein CM, Rodman LD, Rickert KW, Sepp-Lorenzino L, Shipman JM, Thomas KA, Wong BK, Hartman GD..  (2006)  Potent 2-[(pyrimidin-4-yl)amine}-1,3-thiazole-5-carbonitrile-based inhibitors of VEGFR-2 (KDR) kinase.,  16  (5): [PMID:16368234] [10.1016/j.bmcl.2005.11.089]

Source

Source(1):

• Scientific Literature