N-(6-chloro-2,3-dihydrobenzo[b][1,4]dioxin-5-yl)-7-(2-(4-methylpiperazin-1-yl)ethoxy)-5-(tetrahydro-2H-pyran-4-yloxy)quinazolin-4-amine

ID: ALA214894

Chembl Id: CHEMBL214894

PubChem CID: 11974331

Max Phase: Preclinical

Molecular Formula: C28H34ClN5O5

Molecular Weight: 556.06

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(CCOc2cc(OC3CCOCC3)c3c(Nc4c(Cl)ccc5c4OCCO5)ncnc3c2)CC1

Standard InChI:  InChI=1S/C28H34ClN5O5/c1-33-6-8-34(9-7-33)10-13-36-20-16-22-25(24(17-20)39-19-4-11-35-12-5-19)28(31-18-30-22)32-26-21(29)2-3-23-27(26)38-15-14-37-23/h2-3,16-19H,4-15H2,1H3,(H,30,31,32)

Standard InChI Key:  IOXLERDREGOQSP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA214894

   N-(6-chloro-2,3-dihydro-1,4-benzodioxin-5-yl)-7-[2-(4-methylpiperazin-1-yl)ethoxy]-5-(oxan-4-yloxy)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: 556.06

Molecular Weight (Monoisotopic): 555.2248

AlogP: 3.98

#Rotatable Bonds: 8

Polar Surface Area: 90.44

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.76

CX Basic pKa: 7.79

CX LogP: 3.09

CX LogD: 2.55

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.44

Np Likeness Score: -0.81

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]

Source

Source(1):

• Scientific Literature