(2S*,4R*,6S*)-2-((Ethylthio)methyl)tetrahydro-6-methyl-4-phenyl-2H-pyran-4-ol

ID: ALA1096320

PubChem CID: 46223819

Max Phase: Preclinical

Molecular Formula: C15H22O2S

Molecular Weight: 266.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCSC[C@@H]1C[C@@](O)(c2ccccc2)C[C@H](C)O1

Standard InChI:  InChI=1S/C15H22O2S/c1-3-18-11-14-10-15(16,9-12(2)17-14)13-7-5-4-6-8-13/h4-8,12,14,16H,3,9-11H2,1-2H3/t12-,14-,15+/m0/s1

Standard InChI Key:  CZONFANKYNQMCS-AEGPPILISA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   -3.7542    0.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7542   -0.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0421   -0.5792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3301   -0.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3301    0.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0421    1.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4625    1.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0491    2.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4687    3.2256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3004    3.2203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7107    2.4929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2887    1.7797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6375    1.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4671   -0.5849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6163   -0.5844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9012   -0.1729    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1873   -0.5864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5278   -0.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0
  2  3  1  0
  9 10  2  0
  3  4  1  0
 10 11  1  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  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1096320

   (2S,4R,6S)-2-(ethylsulfanylmethyl)-6-methyl-4-phenyloxan-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: 266.41

Molecular Weight (Monoisotopic): 266.1341

AlogP: 3.19

#Rotatable Bonds: 4

Polar Surface Area: 29.46

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.91

CX Basic pKa: ┄

CX LogP: 2.61

CX LogD: 2.61

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.91

Np Likeness Score: 0.13

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