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

ID: ALA1096384

PubChem CID: 46224069

Max Phase: Preclinical

Molecular Formula: C20H24O2S

Molecular Weight: 328.48

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H24O2S/c1-2-23-15-18-13-20(21,17-11-7-4-8-12-17)14-19(22-18)16-9-5-3-6-10-16/h3-12,18-19,21H,2,13-15H2,1H3/t18-,19+,20-/m0/s1

Standard InChI Key:  BVUBEKFQTZZYPI-ZCNNSNEGSA-N

Molfile:  

     RDKit          2D

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   11.7750    1.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7750    0.8333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4870    0.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1990    0.8333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1990    1.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4870    2.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0667    2.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4801    3.5136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0605    4.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2287    4.2255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8185    3.4971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2405    2.7839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8917    2.7917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0621    0.4193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9129    0.4198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6280    0.8313    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.3418    0.4177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0569    0.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3486    0.8315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6362    0.4182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6379   -0.4071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3579   -0.8173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0674   -0.4016    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  1  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:

   

   ALA1096384

   (2S*,4R*,6R*)-2-((Ethylthio)methyl)tetrahydro-4,6-diphenyl-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: 328.48

Molecular Weight (Monoisotopic): 328.1497

AlogP: 4.55

#Rotatable Bonds: 5

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: 13.90

CX Basic pKa: ┄

CX LogP: 3.98

CX LogD: 3.98

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.87

Np Likeness Score: 0.29

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