3-(4-(1-ethyl-4-(1H-pyrrolo[2,3-b]pyridin-4-yl)-1H-pyrazol-3-yl)phenyl)-1,1-dimethylurea

ID: ALA1090156

Chembl Id: CHEMBL1090156

PubChem CID: 46885675

Max Phase: Preclinical

Molecular Formula: C21H22N6O

Molecular Weight: 374.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCn1cc(-c2ccnc3[nH]ccc23)c(-c2ccc(NC(=O)N(C)C)cc2)n1

Standard InChI:  InChI=1S/C21H22N6O/c1-4-27-13-18(16-9-11-22-20-17(16)10-12-23-20)19(25-27)14-5-7-15(8-6-14)24-21(28)26(2)3/h5-13H,4H2,1-3H3,(H,22,23)(H,24,28)

Standard InChI Key:  HQTDBFXCCUUCFU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1090156

   3-(4-(1-ethyl-4-(1H-pyrrolo[2,3-b]pyridin-4-yl)-1H-pyrazol-3-yl)phenyl)-1,1-dimethylurea

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: 374.45

Molecular Weight (Monoisotopic): 374.1855

AlogP: 4.21

#Rotatable Bonds: 4

Polar Surface Area: 78.84

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.05

CX Basic pKa: 2.87

CX LogP: 3.04

CX LogD: 3.04

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.56

Np Likeness Score: -1.46

References

1. Medina JR, Grant SW, Axten JM, Miller WH, Donatelli CA, Hardwicke MA, Oleykowski CA, Liao Q, Plant R, Xiang H..  (2010)  Discovery of a new series of Aurora inhibitors through truncation of GSK1070916.,  20  (8): [PMID:20335034] [10.1016/j.bmcl.2010.02.091]

2. Adams ND, Adams JL, Burgess JL, Chaudhari AM, Copeland RA, Donatelli CA, Drewry DH, Fisher KE, Hamajima T, Hardwicke MA, Huffman WF, Koretke-Brown KK, Lai ZV, McDonald OB, Nakamura H, Newlander KA, Oleykowski CA, Parrish CA, Patrick DR, Plant R, Sarpong MA, Sasaki K, Schmidt SJ, Silva DJ, Sutton D, Tang J, Thompson CS, Tummino PJ, Wang JC, Xiang H, Yang J, Dhanak D..  (2010)  Discovery of GSK1070916, a potent and selective inhibitor of Aurora B/C kinase.,  53  (10): [PMID:20420387] [10.1021/jm901870q]

Source

Source(1):

• Scientific Literature