N-Cycloheptyl-6,7-dimethoxy-2-(4-pyrrolidine-1-ylpiperidine-1-yl)quinazolin-4-amine

ID: ALA487635

Chembl Id: CHEMBL487635

PubChem CID: 16724339

Max Phase: Preclinical

Molecular Formula: C26H39N5O2

Molecular Weight: 453.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2nc(N3CCC(N4CCCC4)CC3)nc(NC3CCCCCC3)c2cc1OC

Standard InChI:  InChI=1S/C26H39N5O2/c1-32-23-17-21-22(18-24(23)33-2)28-26(29-25(21)27-19-9-5-3-4-6-10-19)31-15-11-20(12-16-31)30-13-7-8-14-30/h17-20H,3-16H2,1-2H3,(H,27,28,29)

Standard InChI Key:  YBDCCURZNSZBBO-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA487635

   N-Cycloheptyl-6,7-dimethoxy-2-(4-pyrrolidine-1-ylpiperidine-1-yl)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: 453.63

Molecular Weight (Monoisotopic): 453.3104

AlogP: 4.85

#Rotatable Bonds: 6

Polar Surface Area: 62.75

Molecular Species: BASE

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.67

CX LogP: 4.64

CX LogD: 2.27

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.63

Np Likeness Score: -0.94

References

1. Yokoyama K, Ishikawa N, Igarashi S, Kawano N, Hattori K, Miyazaki T, Ogino S, Matsumoto Y, Takeuchi M, Ohta M..  (2008)  Discovery of potent CCR4 antagonists: Synthesis and structure-activity relationship study of 2,4-diaminoquinazolines.,  16  (14): [PMID:18539035] [10.1016/j.bmc.2008.05.036]

2. Yokoyama K, Ishikawa N, Igarashi S, Kawano N, Masuda N, Hattori K, Miyazaki T, Ogino S, Orita M, Matsumoto Y, Takeuchi M, Ohta M..  (2008)  Potent CCR4 antagonists: synthesis, evaluation, and docking study of 2,4-diaminoquinazolines.,  16  (17): [PMID:18694645] [10.1016/j.bmc.2008.07.062]

3. 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