(2R*,3S*,4R*,6S*)-2-(4-Fluorophenyl)tetrahydro-3,4-diphenyl-6-(thiocyanatomethyl)-2H-pyran-4-ol

ID: ALA1098066

PubChem CID: 46220731

Max Phase: Preclinical

Molecular Formula: C25H22FNO2S

Molecular Weight: 419.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#CSC[C@@H]1C[C@](O)(c2ccccc2)[C@@H](c2ccccc2)[C@H](c2ccc(F)cc2)O1

Standard InChI:  InChI=1S/C25H22FNO2S/c26-21-13-11-19(12-14-21)24-23(18-7-3-1-4-8-18)25(28,20-9-5-2-6-10-20)15-22(29-24)16-30-17-27/h1-14,22-24,28H,15-16H2/t22-,23-,24-,25-/m0/s1

Standard InChI Key:  LKLSPOXUXUIYBW-QORCZRPOSA-N

Molfile:  

     RDKit          2D

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   15.4875   -2.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.0488   -4.6896    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   19.4750   -5.5125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   13.7787   -6.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4882   -5.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3458   -6.3432    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.4826   -3.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4815   -2.6281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7667   -2.2178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0524   -2.6324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0575   -3.4617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7729   -3.8683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0
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  1 25  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA1098066

   (2R*,3S*,4R*,6S*)-2-(4-Fluorophenyl)tetrahydro-3,4-diphenyl-6-(thiocyanatomethyl)-2H-pyran-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: 419.52

Molecular Weight (Monoisotopic): 419.1355

AlogP: 5.54

#Rotatable Bonds: 5

Polar Surface Area: 53.25

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.60

CX Basic pKa: ┄

CX LogP: 5.15

CX LogD: 5.15

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.55

Np Likeness Score: 0.20

References

1. Singh P, Bhardwaj A..  (2010)  Mono-, di-, and triaryl substituted tetrahydropyrans as cyclooxygenase-2 and tumor growth inhibitors. Synthesis and biological evaluation.,  53  (9): [PMID:20387815] [10.1021/jm1001327]

Source

Source(1):

• Scientific Literature