1-(2,3-Dihydro-benzofuran-5-yl)-2-[5-(2,3-dimethyl-3H-imidazol-4-yl)-pyrimidin-2-yl]-2,3,4,9-tetrahydro-1H-beta-carboline

ID: ALA351744

Chembl Id: CHEMBL351744

PubChem CID: 12020642

Max Phase: Preclinical

Molecular Formula: C28H26N6O

Molecular Weight: 462.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ncc(-c2cnc(N3CCc4c([nH]c5ccccc45)C3c3ccc4c(c3)CCO4)nc2)n1C

Standard InChI:  InChI=1S/C28H26N6O/c1-17-29-16-24(33(17)2)20-14-30-28(31-15-20)34-11-9-22-21-5-3-4-6-23(21)32-26(22)27(34)19-7-8-25-18(13-19)10-12-35-25/h3-8,13-16,27,32H,9-12H2,1-2H3

Standard InChI Key:  TXGXIIXMUWRANB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA351744

   1-(2,3-Dihydro-benzofuran-5-yl)-2-[5-(2,3-dimethyl-3H-imidazol-4-yl)-pyrimidin-2-yl]-2,3,4,9-tetrahydro-1H-beta-carboline

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: 462.56

Molecular Weight (Monoisotopic): 462.2168

AlogP: 4.75

#Rotatable Bonds: 3

Polar Surface Area: 71.86

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.50

CX LogP: 4.08

CX LogD: 4.03

Aromatic Rings: 5

Heavy Atoms: 35

QED Weighted: 0.42

Np Likeness Score: -0.51

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