1-[(3E)-6-(3,4-Dihydroisoquinolin-2(1H)-yl)hex-3-en-1-yl]-1,3-dihydro-2H-indol-2-one

ID: ALA3321794

Chembl Id: CHEMBL3321794

PubChem CID: 102364516

Max Phase: Preclinical

Molecular Formula: C23H26N2O

Molecular Weight: 346.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1Cc2ccccc2N1CC/C=C/CCN1CCc2ccccc2C1

Standard InChI:  InChI=1S/C23H26N2O/c26-23-17-20-10-5-6-12-22(20)25(23)15-8-2-1-7-14-24-16-13-19-9-3-4-11-21(19)18-24/h1-6,9-12H,7-8,13-18H2/b2-1+

Standard InChI Key:  ZTJGIOBVCNIDTE-OWOJBTEDSA-N

Alternative Forms

1. Parent:

   

   ALA3321794

   1-[(E)-6-(3,4-dihydro-1H-isoquinolin-2-yl)hex-3-enyl]-3H-indol-2-one

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: 346.47

Molecular Weight (Monoisotopic): 346.2045

AlogP: 3.97

#Rotatable Bonds: 6

Polar Surface Area: 23.55

Molecular Species: BASE

HBA: 2

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.22

CX Basic pKa: 9.05

CX LogP: 3.82

CX LogD: 2.17

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.74

Np Likeness Score: -0.42

References

1. Medina RA, Vázquez-Villa H, Gómez-Tamayo JC, Benhamú B, Martín-Fontecha M, de la Fuente T, Caltabiano G, Hedlund PB, Pardo L, López-Rodríguez ML..  (2014)  The extracellular entrance provides selectivity to serotonin 5-HT7 receptor antagonists with antidepressant-like behavior in vivo.,  57  (15): [PMID:25073094] [10.1021/jm500880c]

2. Thirumaran SL, Lepailleur A, Rochais C..  (2019)  Structure-activity relationships of serotonin 5-HT₇ receptors ligands: A review.,  183  [PMID:31581003] [10.1016/j.ejmech.2019.111705]

Source

Source(1):

• Scientific Literature