[5-(4-Amino-phenyl)-furan-2-yl]-(1-benzo[1,3]dioxol-5-yl-1,3,4,9-tetrahydro-beta-carbolin-2-yl)-methanone

ID: ALA165117

Chembl Id: CHEMBL165117

PubChem CID: 12020670

Max Phase: Preclinical

Molecular Formula: C29H23N3O4

Molecular Weight: 477.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ccc(-c2ccc(C(=O)N3CCc4c([nH]c5ccccc45)C3c3ccc4c(c3)OCO4)o2)cc1

Standard InChI:  InChI=1S/C29H23N3O4/c30-19-8-5-17(6-9-19)23-11-12-25(36-23)29(33)32-14-13-21-20-3-1-2-4-22(20)31-27(21)28(32)18-7-10-24-26(15-18)35-16-34-24/h1-12,15,28,31H,13-14,16,30H2

Standard InChI Key:  RGBHMNDYUQZHBN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA165117

   [5-(4-Amino-phenyl)-furan-2-yl]-(1-benzo[1,3]dioxol-5-yl-1,3,4,9-tetrahydro-beta-carbolin-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: 477.52

Molecular Weight (Monoisotopic): 477.1689

AlogP: 5.53

#Rotatable Bonds: 3

Polar Surface Area: 93.72

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.06

CX LogP: 4.26

CX LogD: 4.26

Aromatic Rings: 5

Heavy Atoms: 36

QED Weighted: 0.33

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]

2. Beato A, Gori A, Boucherle B, Peuchmaur M, Haudecoeur R..  (2021)  β-Carboline as a Privileged Scaffold for Multitarget Strategies in Alzheimer's Disease Therapy.,  64  (3.0): [PMID:33528252] [10.1021/acs.jmedchem.0c01887]

Source

Source(1):

• Scientific Literature