5-Methoxy-4,9-dihydro-3H-beta-carboline

ID: ALA6591

Chembl Id: CHEMBL6591

PubChem CID: 11424197

Max Phase: Preclinical

Molecular Formula: C12H12N2O

Molecular Weight: 200.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc2[nH]c3c(c12)CCN=C3

Standard InChI:  InChI=1S/C12H12N2O/c1-15-11-4-2-3-9-12(11)8-5-6-13-7-10(8)14-9/h2-4,7,14H,5-6H2,1H3

Standard InChI Key:  UXOCVYNVGBOVRY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA6591

   5-Methoxy-4,9-dihydro-3H-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: 200.24

Molecular Weight (Monoisotopic): 200.0950

AlogP: 2.15

#Rotatable Bonds: 1

Polar Surface Area: 37.38

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.37

CX LogP: 1.82

CX LogD: 0.81

Aromatic Rings: 2

Heavy Atoms: 15

QED Weighted: 0.75

Np Likeness Score: 0.70

References

1. Glennon RA, Grella B, Tyacke RJ, Lau A, Westaway J, Hudson AL..  (2004)  Binding of beta-carbolines at imidazoline I2 receptors: a structure-affinity investigation.,  14  (4): [PMID:15013009] [10.1016/j.bmcl.2003.11.078]

2. Grella B, Teitler M, Smith C, Herrick-Davis K, Glennon RA..  (2003)  Binding of beta-carbolines at 5-HT(2) serotonin receptors.,  13  (24): [PMID:14643338] [10.1016/j.bmcl.2003.09.027]

3. 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