(+)-6,7-dimethoxy-2-[(4aS,8aR)-4-(pyridin-2-ylcarbonyl)octahydroquinoxalin-1(2H)-yl]quinazolin-4-amine

ID: ALA242725

Chembl Id: CHEMBL242725

PubChem CID: 44428850

Max Phase: Preclinical

Molecular Formula: C24H28N6O3

Molecular Weight: 448.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2nc(N3CCN(C(=O)c4ccccn4)[C@H]4CCCC[C@H]43)nc(N)c2cc1OC

Standard InChI:  InChI=1S/C24H28N6O3/c1-32-20-13-15-17(14-21(20)33-2)27-24(28-22(15)25)30-12-11-29(18-8-3-4-9-19(18)30)23(31)16-7-5-6-10-26-16/h5-7,10,13-14,18-19H,3-4,8-9,11-12H2,1-2H3,(H2,25,27,28)/t18-,19+/m0/s1

Standard InChI Key:  WORVXKSIJZQWMH-RBUKOAKNSA-N

Alternative Forms

1. Parent:

   

   ALA242725

   [(4aR,8aS)-4-(4-amino-6,7-dimethoxyquinazolin-2-yl)-2,3,4a,5,6,7,8,8a-octahydroquinoxalin-1-yl]-pyridin-2-ylmethanone

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: 448.53

Molecular Weight (Monoisotopic): 448.2223

AlogP: 2.90

#Rotatable Bonds: 4

Polar Surface Area: 106.70

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.21

CX LogP: 3.17

CX LogD: 2.96

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.65

Np Likeness Score: -0.85

References

1. Sagratini G, Angeli P, Buccioni M, Gulini U, Marucci G, Melchiorre C, Leonardi A, Poggesi E, Giardinà D..  (2007)  Synthesis and alpha(1)-adrenoceptor antagonist activity of derivatives and isosters of the furan portion of (+)-cyclazosin.,  15  (6): [PMID:17276073] [10.1016/j.bmc.2007.01.028]

Source

Source(1):

• Scientific Literature