N-(2-chloro-5-methoxyphenyl)-7-methoxy-5-[(1-methylpiperidin-4-yl)oxy]quinazolin-4-amine

ID: ALA385240

Chembl Id: CHEMBL385240

PubChem CID: 10113430

Max Phase: Preclinical

Molecular Formula: C22H25ClN4O3

Molecular Weight: 428.92

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Cl)c(Nc2ncnc3cc(OC)cc(OC4CCN(C)CC4)c23)c1

Standard InChI:  InChI=1S/C22H25ClN4O3/c1-27-8-6-14(7-9-27)30-20-12-16(29-3)11-19-21(20)22(25-13-24-19)26-18-10-15(28-2)4-5-17(18)23/h4-5,10-14H,6-9H2,1-3H3,(H,24,25,26)

Standard InChI Key:  UDMCXVWGJLMNDD-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA385240

   N-(2-chloro-5-methoxyphenyl)-7-methoxy-5-[(1-methylpiperidin-4-yl)oxy]quinazolin-4-amine

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: 428.92

Molecular Weight (Monoisotopic): 428.1615

AlogP: 4.52

#Rotatable Bonds: 6

Polar Surface Area: 68.74

Molecular Species: BASE

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.32

CX Basic pKa: 8.61

CX LogP: 3.62

CX LogD: 2.39

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.62

Np Likeness Score: -0.77

References

1. Hennequin LF, Allen J, Breed J, Curwen J, Fennell M, Green TP, Lambert-van der Brempt C, Morgentin R, Norman RA, Olivier A, Otterbein L, Plé PA, Warin N, Costello G..  (2006)  N-(5-chloro-1,3-benzodioxol-4-yl)-7-[2-(4-methylpiperazin-1-yl)ethoxy]-5- (tetrahydro-2H-pyran-4-yloxy)quinazolin-4-amine, a novel, highly selective, orally available, dual-specific c-Src/Abl kinase inhibitor.,  49  (22): [PMID:17064066] [10.1021/jm060434q]

2. Mark Wenlock and Nicholas Tomkinson. Experimental in vitro DMPK and physicochemical data on a set of publicly disclosed compounds,  [10.6019/CHEMBL3301361]

Source

Source(2):

• Scientific Literature
• AstraZeneca Deposited Data