(2R*,3S*,4R*,6S*)-Tetrahydro-2,3,4-triphenyl-6-(thiocyanatomethyl)-2H-pyran-4-ol

ID: ALA1094412

PubChem CID: 46220729

Max Phase: Preclinical

Molecular Formula: C25H23NO2S

Molecular Weight: 401.53

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C25H23NO2S/c26-18-29-17-22-16-25(27,21-14-8-3-9-15-21)23(19-10-4-1-5-11-19)24(28-22)20-12-6-2-7-13-20/h1-15,22-24,27H,16-17H2/t22-,23-,24-,25-/m0/s1

Standard InChI Key:  ASFZJMRECGOZIJ-QORCZRPOSA-N

Molfile:  

     RDKit          2D

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   -3.3091   -4.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3102   -3.3781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0250   -2.9678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7392   -3.3824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7342   -4.2117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0187   -4.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  4  5  1  0
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  5  6  1  0
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  1 24  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA1094412

   (2R*,3S*,4R*,6S*)-Tetrahydro-2,3,4-triphenyl-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: 401.53

Molecular Weight (Monoisotopic): 401.1449

AlogP: 5.40

#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: 5.01

CX LogD: 5.01

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.58

Np Likeness Score: 0.51

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