(S)-3-Benzo[1,3]dioxol-5-yl-9-oxo-1,3,4,9-tetrahydro-pyrrolo[3,4-b]quinoline-2-carboxylic acid pyridin-4-ylmethyl ester

ID: ALA158829

Chembl Id: CHEMBL158829

PubChem CID: 11293623

Max Phase: Preclinical

Molecular Formula: C25H19N3O5

Molecular Weight: 441.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(OCc1ccncc1)N1Cc2c(nc3ccccc3c2O)[C@@H]1c1ccc2c(c1)OCO2

Standard InChI:  InChI=1S/C25H19N3O5/c29-24-17-3-1-2-4-19(17)27-22-18(24)12-28(25(30)31-13-15-7-9-26-10-8-15)23(22)16-5-6-20-21(11-16)33-14-32-20/h1-11,23H,12-14H2,(H,27,29)/t23-/m0/s1

Standard InChI Key:  LIXPPXSXJKCWIR-QHCPKHFHSA-N

Alternative Forms

1. Parent:

   

   ALA158829

   (S)-3-Benzo[1,3]dioxol-5-yl-9-oxo-1,3,4,9-tetrahydro-pyrrolo[3,4-b]quinoline-2-carboxylic acid pyridin-4-ylmethyl ester

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: 441.44

Molecular Weight (Monoisotopic): 441.1325

AlogP: 4.31

#Rotatable Bonds: 3

Polar Surface Area: 94.01

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.70

CX Basic pKa: 4.99

CX LogP: 3.51

CX LogD: 3.51

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.51

Np Likeness Score: -0.35

References

1. Lanter JC, Sui Z, Macielag MJ, Fiordeliso JJ, Jiang W, Qiu Y, Bhattacharjee S, Kraft P, John TM, Haynes-Johnson D, Craig E, Clancy J..  (2004)  Structure-activity relationships of N-acyl pyrroloquinolone PDE-5 inhibitors.,  47  (3): [PMID:14736245] [10.1021/jm020521s]

Source

Source(1):

• Scientific Literature