2-{4-[3-(3-Fluoropropyl)-1H-indol-1-yl]butyl}-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

ID: ALA3740227

Chembl Id: CHEMBL3740227

PubChem CID: 127039149

Max Phase: Preclinical

Molecular Formula: C26H33FN2O2

Molecular Weight: 424.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OC)CN(CCCCn1cc(CCCF)c3ccccc31)CC2

Standard InChI:  InChI=1S/C26H33FN2O2/c1-30-25-16-20-11-15-28(18-22(20)17-26(25)31-2)13-5-6-14-29-19-21(8-7-12-27)23-9-3-4-10-24(23)29/h3-4,9-10,16-17,19H,5-8,11-15,18H2,1-2H3

Standard InChI Key:  PUHNSQMNLQKSIL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3740227

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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: 424.56

Molecular Weight (Monoisotopic): 424.2526

AlogP: 5.40

#Rotatable Bonds: 10

Polar Surface Area: 26.63

Molecular Species: NEUTRAL

HBA: 4

HBD: 0

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 8.33

CX LogP: 5.20

CX LogD: 4.22

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.41

Np Likeness Score: -0.91

References

1. Xie F, Kniess T, Neuber C, Deuther-Conrad W, Mamat C, Lieberman BP, Liu B, Mach RH, Brust P, Steinbach J, Pietzsch J, Jia H.  (2015)  Novel indole-based sigma-2 receptor ligands: synthesis, structureaffinity relationship and antiproliferative activity,  6  (6): [10.1039/C5MD00079C]

Source

Source(1):

• Scientific Literature