(+)-2-[(4aS,8aR)-4-benzoyloctahydroquinoxalin-1(2H)-yl]-6,7-dimethoxyquinazolin-4-amine

ID: ALA242934

Chembl Id: CHEMBL242934

PubChem CID: 44428851

Max Phase: Preclinical

Molecular Formula: C25H29N5O3

Molecular Weight: 447.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2nc(N3CCN(C(=O)c4ccccc4)[C@H]4CCCC[C@H]43)nc(N)c2cc1OC

Standard InChI:  InChI=1S/C25H29N5O3/c1-32-21-14-17-18(15-22(21)33-2)27-25(28-23(17)26)30-13-12-29(19-10-6-7-11-20(19)30)24(31)16-8-4-3-5-9-16/h3-5,8-9,14-15,19-20H,6-7,10-13H2,1-2H3,(H2,26,27,28)/t19-,20+/m0/s1

Standard InChI Key:  LHLZWQUFUNHDHT-VQTJNVASSA-N

Alternative Forms

1. Parent:

   

   ALA242934

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

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: 447.54

Molecular Weight (Monoisotopic): 447.2270

AlogP: 3.50

#Rotatable Bonds: 4

Polar Surface Area: 93.81

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.21

CX LogP: 4.00

CX LogD: 3.79

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.65

Np Likeness Score: -0.68

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