3-Benzo[1,3]dioxol-5-yl-2-{5-[4-(4-methyl-piperazine-1-carbonyl)-phenyl]-furan-2-carbonyl}-1,2,3,4-tetrahydro-pyrrolo[3,4-b]quinolin-9-one

ID: ALA334903

Chembl Id: CHEMBL334903

PubChem CID: 10145438

Max Phase: Preclinical

Molecular Formula: C35H30N4O6

Molecular Weight: 602.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(C(=O)c2ccc(-c3ccc(C(=O)N4Cc5c(nc6ccccc6c5O)C4c4ccc5c(c4)OCO5)o3)cc2)CC1

Standard InChI:  InChI=1S/C35H30N4O6/c1-37-14-16-38(17-15-37)34(41)22-8-6-21(7-9-22)27-12-13-29(45-27)35(42)39-19-25-31(36-26-5-3-2-4-24(26)33(25)40)32(39)23-10-11-28-30(18-23)44-20-43-28/h2-13,18,32H,14-17,19-20H2,1H3,(H,36,40)

Standard InChI Key:  AJYIVTCFWPXQER-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA334903

   3-Benzo[1,3]dioxol-5-yl-2-{5-[4-(4-methyl-piperazine-1-carbonyl)-phenyl]-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: 602.65

Molecular Weight (Monoisotopic): 602.2165

AlogP: 5.06

#Rotatable Bonds: 4

Polar Surface Area: 108.58

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.72

CX Basic pKa: 6.82

CX LogP: 4.01

CX LogD: 3.90

Aromatic Rings: 5

Heavy Atoms: 45

QED Weighted: 0.30

Np Likeness Score: -0.75

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]

2. 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