N-[2-(1-Benzyl-5-methoxy-1H-indol-3-yl)-ethyl]-acetamide

ID: ALA34327

Chembl Id: CHEMBL34327

PubChem CID: 10829695

Max Phase: Preclinical

Molecular Formula: C20H22N2O2

Molecular Weight: 322.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)c(CCNC(C)=O)cn2Cc1ccccc1

Standard InChI:  InChI=1S/C20H22N2O2/c1-15(23)21-11-10-17-14-22(13-16-6-4-3-5-7-16)20-9-8-18(24-2)12-19(17)20/h3-9,12,14H,10-11,13H2,1-2H3,(H,21,23)

Standard InChI Key:  NCLGVWVXAVALGO-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA34327

   N-[2-(1-benzyl-5-methoxyindol-3-yl)ethyl]acetamide

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: 322.41

Molecular Weight (Monoisotopic): 322.1681

AlogP: 3.38

#Rotatable Bonds: 6

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: 3.10

CX LogD: 3.10

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.76

Np Likeness Score: -1.12

References

1. Rivara S, Mor M, Silva C, Zuliani V, Vacondio F, Spadoni G, Bedini A, Tarzia G, Lucini V, Pannacci M, Fraschini F, Plazzi PV..  (2003)  Three-dimensional quantitative structure-activity relationship studies on selected MT1 and MT2 melatonin receptor ligands: requirements for subtype selectivity and intrinsic activity modulation.,  46  (8): [PMID:12672242] [10.1021/jm020982d]

2. Mor M, Rivara S, Silva C, Bordi F, Plazzi PV, Spadoni G, Diamantini G, Balsamini C, Tarzia G, Fraschini F, Lucini V, Nonno R, Stankov BM..  (1998)  Melatonin receptor ligands: synthesis of new melatonin derivatives and comprehensive comparative molecular field analysis (CoMFA) study.,  41  (20): [PMID:9748358] [10.1021/jm9810093]

3. Rivara S, Lorenzi S, Mor M, Plazzi PV, Spadoni G, Bedini A, Tarzia G..  (2005)  Analysis of structure-activity relationships for MT2 selective antagonists by melatonin MT1 and MT2 receptor models.,  48  (12): [PMID:15943478] [10.1021/jm048956y]

Source

Source(1):

• Scientific Literature