ID: ALA329479

Max Phase: Preclinical

Molecular Formula: C22H20N2

Molecular Weight: 312.42

Molecule Type: Small molecule

Representations

Canonical SMILES:  c1ccc2c(CC3NCCc4c3[nH]c3ccccc43)cccc2c1

Standard InChI:  InChI=1S/C22H20N2/c1-2-9-17-15(6-1)7-5-8-16(17)14-21-22-19(12-13-23-21)18-10-3-4-11-20(18)24-22/h1-11,21,23-24H,12-14H2

Standard InChI Key:  DGANJOHHVPOURX-UHFFFAOYSA-N

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

Properties

Molecular Weight: 312.42

Molecular Weight (Monoisotopic): 312.1626

AlogP: 4.75

#Rotatable Bonds: 2

Polar Surface Area: 27.82

Molecular Species: BASE

HBA: 1

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 9.33

CX LogP: 4.65

CX LogD: 2.74

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.55

Np Likeness Score: 0.38

References

1. Audia JE, Evrard DA, Murdoch GR, Droste JJ, Nissen JS, Schenck KW, Fludzinski P, Lucaites VL, Nelson DL, Cohen ML..  (1996)  Potent, selective tetrahydro-beta-carboline antagonists of the serotonin 2B (5HT2B) contractile receptor in the rat stomach fundus.,  39  (14): [PMID:8709108] [10.1021/jm960062t]

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