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

ID: ALA1096036

PubChem CID: 46224070

Max Phase: Preclinical

Molecular Formula: C19H19NO2S

Molecular Weight: 325.43

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H19NO2S/c20-14-23-13-17-11-19(21,16-9-5-2-6-10-16)12-18(22-17)15-7-3-1-4-8-15/h1-10,17-18,21H,11-13H2/t17-,18+,19-/m0/s1

Standard InChI Key:  WIEIKACUUNKAQD-OTWHNJEPSA-N

Molfile:  

     RDKit          2D

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   -3.3000   -5.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5880   -5.9042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8760   -5.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8760   -4.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5880   -4.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0083   -3.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5949   -2.8156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0145   -2.0994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8463   -2.1047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2565   -2.8321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8345   -3.5453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1833   -3.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0129   -5.9099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1621   -5.9094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4470   -5.4979    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.2668   -5.9114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9792   -6.3208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7264   -5.4976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4388   -5.9110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4371   -6.7363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7171   -7.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0076   -6.7308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
 11 12  2  0
 12  7  1  0
  5  6  1  0
  6 13  1  1
  2 14  1  1
  6  7  1  0
  4 15  1  1
  1  2  1  0
 15 16  1  0
  7  8  2  0
 16 17  1  0
  1  6  1  0
 17 18  3  0
  8  9  1  0
 14 19  2  0
  2  3  1  0
 19 20  1  0
  9 10  2  0
 20 21  2  0
  3  4  1  0
 21 22  1  0
 10 11  1  0
 22 23  2  0
 23 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1096036

   (2R*,4R*,6S*)-Tetrahydro-2,4-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: 325.43

Molecular Weight (Monoisotopic): 325.1136

AlogP: 4.01

#Rotatable Bonds: 4

Polar Surface Area: 53.25

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.90

CX Basic pKa: ┄

CX LogP: 3.40

CX LogD: 3.40

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.86

Np Likeness Score: 0.41

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