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

ID: ALA3827403

Chembl Id: CHEMBL3827403

PubChem CID: 127044053

Max Phase: Preclinical

Molecular Formula: C23H37NO2

Molecular Weight: 359.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCN1CCC2(CC1)OC(CCO)Cc1ccccc12

Standard InChI:  InChI=1S/C23H37NO2/c1-2-3-4-5-6-9-15-24-16-13-23(14-17-24)22-11-8-7-10-20(22)19-21(26-23)12-18-25/h7-8,10-11,21,25H,2-6,9,12-19H2,1H3

Standard InChI Key:  BWSASKZXNWFVEF-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3827403

   ---

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: 359.55

Molecular Weight (Monoisotopic): 359.2824

AlogP: 4.66

#Rotatable Bonds: 9

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: 9.43

CX LogP: 4.37

CX LogD: 2.36

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.65

Np Likeness Score: 0.43

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