(2S,4R,5R)-2-Benzhydryl-5-((3-fluoro-4-methoxybenzyl)amino)tetrahydro-2H-pyran-4-ol

ID: ALA3397800

Chembl Id: CHEMBL3397800

PubChem CID: 117642561

Max Phase: Preclinical

Molecular Formula: C26H28FNO3

Molecular Weight: 421.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CN[C@@H]2CO[C@H](C(c3ccccc3)c3ccccc3)C[C@H]2O)cc1F

Standard InChI:  InChI=1S/C26H28FNO3/c1-30-24-13-12-18(14-21(24)27)16-28-22-17-31-25(15-23(22)29)26(19-8-4-2-5-9-19)20-10-6-3-7-11-20/h2-14,22-23,25-26,28-29H,15-17H2,1H3/t22-,23-,25+/m1/s1

Standard InChI Key:  MLXSCWIRJLXWPG-OYRHQHFDSA-N

Alternative Forms

1. Parent:

   

   ALA3397800

   (2S,4R,5R)-2-benzhydryl-5-[(3-fluoro-4-methoxyphenyl)methylamino]oxan-4-ol

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: 421.51

Molecular Weight (Monoisotopic): 421.2053

AlogP: 4.27

#Rotatable Bonds: 7

Polar Surface Area: 50.72

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.11

CX LogP: 4.36

CX LogD: 3.57

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.60

Np Likeness Score: -0.04

References

1. Santra S, Sharma H, Vedachalam S, Antonio T, Reith M, Dutta A..  (2015)  Development of potent dopamine-norepinephrine uptake inhibitors (DNRIs) based on a (2S,4R,5R)-2-benzhydryl-5-((4-methoxybenzyl)amino)tetrahydro-2H-pyran-4-ol molecular template.,  23  (4): [PMID:25593099] [10.1016/j.bmc.2014.12.040]

Source

Source(1):

• Scientific Literature