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

ID: ALA207959

Chembl Id: CHEMBL207959

PubChem CID: 11501012

Max Phase: Preclinical

Molecular Formula: C21H28N2O2

Molecular Weight: 340.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)c(C1(CNC(=O)C3CCC3)CCCC1)cn2C

Standard InChI:  InChI=1S/C21H28N2O2/c1-23-13-18(17-12-16(25-2)8-9-19(17)23)21(10-3-4-11-21)14-22-20(24)15-6-5-7-15/h8-9,12-13,15H,3-7,10-11,14H2,1-2H3,(H,22,24)

Standard InChI Key:  ZJEMRWTWDJLTPC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA207959

   N-[[1-(5-methoxy-1-methylindol-3-yl)cyclopentyl]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: 340.47

Molecular Weight (Monoisotopic): 340.2151

AlogP: 3.92

#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: 3.76

CX LogD: 3.76

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.90

Np Likeness Score: -0.69

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