3-Benzo[1,3]dioxol-5-yl-2-[5-(3,4-dimethoxy-phenyl)-pyrimidin-2-yl]-1,2,3,4-tetrahydro-pyrrolo[3,4-b]quinolin-9-one

ID: ALA1744059

Chembl Id: CHEMBL1744059

PubChem CID: 9892886

Max Phase: Preclinical

Molecular Formula: C30H24N4O5

Molecular Weight: 520.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cnc(N3Cc4c(nc5ccccc5c4O)[C@H]3c3ccc4c(c3)OCO4)nc2)cc1OC

Standard InChI:  InChI=1S/C30H24N4O5/c1-36-23-9-7-17(11-25(23)37-2)19-13-31-30(32-14-19)34-15-21-27(33-22-6-4-3-5-20(22)29(21)35)28(34)18-8-10-24-26(12-18)39-16-38-24/h3-14,28H,15-16H2,1-2H3,(H,33,35)/t28-/m1/s1

Standard InChI Key:  UKTMVBPQNHUHGD-MUUNZHRXSA-N

Alternative Forms

1. Parent:

   

   ALA1744059

   (3R)-3-(1,3-benzodioxol-5-yl)-2-[5-(3,4-dimethoxyphenyl)pyrimidin-2-yl]-3,4-dihydro-1H-pyrrolo[3,4-b]quinolin-9-one

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: 520.55

Molecular Weight (Monoisotopic): 520.1747

AlogP: 5.25

#Rotatable Bonds: 5

Polar Surface Area: 99.06

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.70

CX Basic pKa: 2.61

CX LogP: 5.14

CX LogD: 5.14

Aromatic Rings: 5

Heavy Atoms: 39

QED Weighted: 0.33

Np Likeness Score: -0.21

References

1. Sui Z, Guan J, Macielag MJ, Jiang W, Zhang S, Qiu Y, Kraft P, Bhattacharjee S, John TM, Haynes-Johnson D, Clancy J..  (2002)  Pyrimidinylpyrroloquinolones as highly potent and selective PDE5 inhibitors for treatment of erectile dysfunction.,  45  (19): [PMID:12213052] [10.1021/jm025545d]

Source

Source(1):

• Scientific Literature