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

ID: ALA3397798

Chembl Id: CHEMBL3397798

PubChem CID: 117642554

Max Phase: Preclinical

Molecular Formula: C26H29NO3

Molecular Weight: 403.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(CN[C@@H]2CO[C@H](C(c3ccccc3)c3ccccc3)C[C@H]2O)c1

Standard InChI:  InChI=1S/C26H29NO3/c1-29-22-14-8-9-19(15-22)17-27-23-18-30-25(16-24(23)28)26(20-10-4-2-5-11-20)21-12-6-3-7-13-21/h2-15,23-28H,16-18H2,1H3/t23-,24-,25+/m1/s1

Standard InChI Key:  PFSJUHOIUPHQKU-SDHSZQHLSA-N

Alternative Forms

1. Parent:

   

   ALA3397798

   (2S,4R,5R)-2-benzhydryl-5-[(3-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: 403.52

Molecular Weight (Monoisotopic): 403.2147

AlogP: 4.14

#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: 8.29

CX LogP: 4.22

CX LogD: 3.28

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.62

Np Likeness Score: 0.23

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