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

ID: ALA1096724

PubChem CID: 46220944

Max Phase: Preclinical

Molecular Formula: C25H22ClNO2S

Molecular Weight: 435.98

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C25H22ClNO2S/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:  XTFRSVRWDKFVGA-QORCZRPOSA-N

Molfile:  

     RDKit          2D

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    7.7245   -9.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3042   -8.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7176   -8.1864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.1504  -11.2802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8655  -10.8687    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   11.2917  -11.6917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    5.5954  -12.5173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3049  -12.1016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1625  -12.5223    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.2992   -9.6334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2982   -8.8073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5833   -8.3969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8691   -8.8116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8742   -9.6408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5896  -10.0474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0
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  9 10  2  0
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  4  5  1  0
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  5  6  1  0
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  6 13  1  6
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  2 14  1  1
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  1 25  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA1096724

   (2R*,3S*,4R*,6S*)-2-(4-Chlorophenyl)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: 435.98

Molecular Weight (Monoisotopic): 435.1060

AlogP: 6.06

#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: 5.61

CX LogD: 5.61

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.49

Np Likeness Score: 0.28

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