3-Benzo[1,3]dioxol-5-yl-2-(5-pyridin-3-yl-furan-2-carbonyl)-1,2,3,4-tetrahydro-pyrrolo[3,4-b]quinolin-9-one

ID: ALA139785

Chembl Id: CHEMBL139785

PubChem CID: 11762536

Max Phase: Preclinical

Molecular Formula: C28H19N3O5

Molecular Weight: 477.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1ccc(-c2cccnc2)o1)N1Cc2c(nc3ccccc3c2O)C1c1ccc2c(c1)OCO2

Standard InChI:  InChI=1S/C28H19N3O5/c32-27-18-5-1-2-6-20(18)30-25-19(27)14-31(26(25)16-7-8-22-24(12-16)35-15-34-22)28(33)23-10-9-21(36-23)17-4-3-11-29-13-17/h1-13,26H,14-15H2,(H,30,32)

Standard InChI Key:  VACBVKDJXVLWTI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA139785

   3-Benzo[1,3]dioxol-5-yl-2-(5-pyridin-3-yl-furan-2-carbonyl)-1,2,3,4-tetrahydro-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: 477.48

Molecular Weight (Monoisotopic): 477.1325

AlogP: 5.07

#Rotatable Bonds: 3

Polar Surface Area: 97.92

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.70

CX Basic pKa: 4.15

CX LogP: 3.65

CX LogD: 3.65

Aromatic Rings: 5

Heavy Atoms: 36

QED Weighted: 0.39

Np Likeness Score: -0.70

References

1. Jiang W, Sui Z, Macielag MJ, Walsh SP, Fiordeliso JJ, Lanter JC, Guan J, Qiu Y, Kraft P, Bhattacharjee S, Craig E, Haynes-Johnson D, John TM, Clancy J..  (2003)  Furoyl and benzofuroyl pyrroloquinolones as potent and selective PDE5 inhibitors for treatment of erectile dysfunction.,  46  (3): [PMID:12540243] [10.1021/jm0202573]

Source

Source(1):

• Scientific Literature