(+/-)-2-[1'-(3-Phenylpropyl)-3,4-dihydrospiro[[2]benzopyran-1,4'-piperidin]-3-yl]ethanol

ID: ALA3828326

Chembl Id: CHEMBL3828326

PubChem CID: 75297018

Max Phase: Preclinical

Molecular Formula: C24H31NO2

Molecular Weight: 365.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OCCC1Cc2ccccc2C2(CCN(CCCc3ccccc3)CC2)O1

Standard InChI:  InChI=1S/C24H31NO2/c26-18-12-22-19-21-10-4-5-11-23(21)24(27-22)13-16-25(17-14-24)15-6-9-20-7-2-1-3-8-20/h1-5,7-8,10-11,22,26H,6,9,12-19H2

Standard InChI Key:  TUFFDFRXRYJTGB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3828326

   2-[1'-(3-Phenylpropyl)spiro[3,4-dihydroisochromene-1,4'-piperidine]-3-yl]ethanol

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: 365.52

Molecular Weight (Monoisotopic): 365.2355

AlogP: 3.93

#Rotatable Bonds: 6

Polar Surface Area: 32.70

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 9.55

CX LogP: 3.73

CX LogD: 1.60

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.84

Np Likeness Score: 0.29

References

1. Knappmann I, Schepmann D, Wünsch B..  (2016)  Oxa-Pictet-Spengler reaction as key step in the synthesis of novel σ receptor ligands with 2-benzopyran structure.,  24  (18): [PMID:27396684] [10.1016/j.bmc.2016.06.046]

2. Knappmann I, Lehmkuhl K, Köhler J, Schepmann D, Giera M, Bracher F, Wünsch B..  (2017)  Lipase-catalyzed kinetic resolution as key step in the synthesis of enantiomerically pure σ ligands with 2-benzopyran structure.,  25  (13): [PMID:28501431] [10.1016/j.bmc.2017.04.042]

Source

Source(1):

• Scientific Literature