[1-(2,3-Dihydro-benzofuran-5-yl)-1,3,4,9-tetrahydro-beta-carbolin-2-yl]-{5-[4-(4-methyl-piperazine-1-carbonyl)-phenyl]-furan-2-yl}-methanone

ID: ALA433708

Chembl Id: CHEMBL433708

PubChem CID: 44378149

Max Phase: Preclinical

Molecular Formula: C36H34N4O4

Molecular Weight: 586.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(C(=O)c2ccc(-c3ccc(C(=O)N4CCc5c([nH]c6ccccc56)C4c4ccc5c(c4)CCO5)o3)cc2)CC1

Standard InChI:  InChI=1S/C36H34N4O4/c1-38-17-19-39(20-18-38)35(41)24-8-6-23(7-9-24)31-12-13-32(44-31)36(42)40-16-14-28-27-4-2-3-5-29(27)37-33(28)34(40)26-10-11-30-25(22-26)15-21-43-30/h2-13,22,34,37H,14-21H2,1H3

Standard InChI Key:  ARCYCGRZVAVRJW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA433708

   [1-(2,3-Dihydro-benzofuran-5-yl)-1,3,4,9-tetrahydro-beta-carbolin-2-yl]-{5-[4-(4-methyl-piperazine-1-carbonyl)-phenyl]-furan-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: 586.69

Molecular Weight (Monoisotopic): 586.2580

AlogP: 5.54

#Rotatable Bonds: 4

Polar Surface Area: 82.02

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 6.83

CX LogP: 4.49

CX LogD: 4.39

Aromatic Rings: 5

Heavy Atoms: 44

QED Weighted: 0.30

Np Likeness Score: -0.83

References

1. Sui Z, Guan J, Macielag MJ, Jiang W, Qiu Y, Kraft P, Bhattacharjee S, John TM, Craig E, Haynes-Johnson D, Clancy J..  (2003)  Synthesis and biological activities of novel beta-carbolines as PDE5 inhibitors.,  13  (4): [PMID:12639576] [10.1016/s0960-894x(02)01036-3]

Source

Source(1):

• Scientific Literature