(+)-6,7-dimethoxy-2-[(4aS,8aR)-4-(5-methoxy-2-furoyl)octahydroquinoxalin-1(2H)-yl]quinazolin-4-amine

ID: ALA242508

Chembl Id: CHEMBL242508

PubChem CID: 44428846

Max Phase: Preclinical

Molecular Formula: C24H29N5O5

Molecular Weight: 467.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)N2CCN(c3nc(N)c4cc(OC)c(OC)cc4n3)[C@@H]3CCCC[C@@H]32)o1

Standard InChI:  InChI=1S/C24H29N5O5/c1-31-19-12-14-15(13-20(19)32-2)26-24(27-22(14)25)29-11-10-28(16-6-4-5-7-17(16)29)23(30)18-8-9-21(33-3)34-18/h8-9,12-13,16-17H,4-7,10-11H2,1-3H3,(H2,25,26,27)/t16-,17+/m0/s1

Standard InChI Key:  YPZGDVOCTNSNRN-DLBZAZTESA-N

Alternative Forms

1. Parent:

   

   ALA242508

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

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: 467.53

Molecular Weight (Monoisotopic): 467.2169

AlogP: 3.10

#Rotatable Bonds: 5

Polar Surface Area: 116.18

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.21

CX LogP: 3.00

CX LogD: 2.79

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.60

Np Likeness Score: -0.62

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