N-(2-[5-methoxy-1-methyl-1H-indol-3-yl]-2,2-trimethyleneethyl)cyclobutanecarboxamide

ID: ALA382050

Chembl Id: CHEMBL382050

PubChem CID: 11624018

Max Phase: Preclinical

Molecular Formula: C20H26N2O2

Molecular Weight: 326.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)c(C1(CNC(=O)C3CCC3)CCC1)cn2C

Standard InChI:  InChI=1S/C20H26N2O2/c1-22-12-17(16-11-15(24-2)7-8-18(16)22)20(9-4-10-20)13-21-19(23)14-5-3-6-14/h7-8,11-12,14H,3-6,9-10,13H2,1-2H3,(H,21,23)

Standard InChI Key:  GKMMKPYQCIXAQV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA382050

   N-[[1-(5-methoxy-1-methylindol-3-yl)cyclobutyl]methyl]cyclobutanecarboxamide

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: 326.44

Molecular Weight (Monoisotopic): 326.1994

AlogP: 3.52

#Rotatable Bonds: 5

Polar Surface Area: 43.26

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.32

CX LogD: 3.32

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.91

Np Likeness Score: -0.68

References

1. Tsotinis A, Vlachou M, Papahatjis DP, Calogeropoulou T, Nikas SP, Garratt PJ, Piccio V, Vonhoff S, Davidson K, Teh MT, Sugden D..  (2006)  Mapping the melatonin receptor. 7. Subtype selective ligands based on beta-substituted N-acyl-5-methoxytryptamines and beta-substituted N-acyl-5-methoxy-1-methyltryptamines.,  49  (12): [PMID:16759094] [10.1021/jm0512544]

Source

Source(1):

• Scientific Literature