[1'-(4-{[2-(4-Chlorophenyl)ethyl](methyl)amino}-6,7-dimethoxyquinazolin-2-yl)-1,4'-bipiperidin-3-yl]methanol

ID: ALA499592

Chembl Id: CHEMBL499592

PubChem CID: 44581104

Max Phase: Preclinical

Molecular Formula: C30H40ClN5O3

Molecular Weight: 554.14

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2nc(N3CCC(N4CCCC(CO)C4)CC3)nc(N(C)CCc3ccc(Cl)cc3)c2cc1OC

Standard InChI:  InChI=1S/C30H40ClN5O3/c1-34(14-10-21-6-8-23(31)9-7-21)29-25-17-27(38-2)28(39-3)18-26(25)32-30(33-29)35-15-11-24(12-16-35)36-13-4-5-22(19-36)20-37/h6-9,17-18,22,24,37H,4-5,10-16,19-20H2,1-3H3

Standard InChI Key:  GQWOASRGSHATHM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA499592

   [1-[1-[4-[2-(4-Chlorophenyl)ethyl-methylamino]-6,7-dimethoxyquinazolin-2-yl]piperidin-4-yl]piperidin-3-yl]methanol

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: 554.14

Molecular Weight (Monoisotopic): 553.2820

AlogP: 4.65

#Rotatable Bonds: 9

Polar Surface Area: 74.19

Molecular Species: BASE

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.40

CX LogP: 5.06

CX LogD: 2.96

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.41

Np Likeness Score: -0.94

References

1. Yokoyama K, Ishikawa N, Igarashi S, Kawano N, Masuda N, Hamaguchi W, Yamasaki S, Koganemaru Y, Hattori K, Miyazaki T, Ogino S, Matsumoto Y, Takeuchi M, Ohta M..  (2009)  Potent and orally bioavailable CCR4 antagonists: Synthesis and structure-activity relationship study of 2-aminoquinazolines.,  17  (1): [PMID:19081254] [10.1016/j.bmc.2008.11.020]

Source

Source(1):

• Scientific Literature