1-(2-Bromo-3,4-dimethoxy-benzyl)-6-methyl-2,3,4,9-tetrahydro-1H-beta-carboline

ID: ALA94644

Chembl Id: CHEMBL94644

PubChem CID: 10597927

Max Phase: Preclinical

Molecular Formula: C21H23BrN2O2

Molecular Weight: 415.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CC2NCCc3c2[nH]c2ccc(C)cc32)c(Br)c1OC

Standard InChI:  InChI=1S/C21H23BrN2O2/c1-12-4-6-16-15(10-12)14-8-9-23-17(20(14)24-16)11-13-5-7-18(25-2)21(26-3)19(13)22/h4-7,10,17,23-24H,8-9,11H2,1-3H3

Standard InChI Key:  YYSJYFVNZQEQDG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA94644

   1-[(2-bromo-3,4-dimethoxyphenyl)methyl]-6-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

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: 415.33

Molecular Weight (Monoisotopic): 414.0943

AlogP: 4.69

#Rotatable Bonds: 4

Polar Surface Area: 46.28

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.10

CX LogP: 4.63

CX LogD: 2.93

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.65

Np Likeness Score: 0.40

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