2-(1-cyclohexyl-1H-tetrazol-5-ylthio)-1-(3,4-dimethoxyphenyl)ethanone

ID: ALA1084562

PubChem CID: 46890551

Max Phase: Preclinical

Molecular Formula: C18H23N3O3S

Molecular Weight: 361.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)CSc2cnnn2C2CCCCC2)cc1OC

Standard InChI:  InChI=1S/C18H23N3O3S/c1-23-16-9-8-13(10-17(16)24-2)15(22)12-25-18-11-19-20-21(18)14-6-4-3-5-7-14/h8-11,14H,3-7,12H2,1-2H3

Standard InChI Key:  VVFHDKYQHUAKIU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   -2.8170    0.0420    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1533    0.5325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4105    1.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2356    1.3139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4881    0.5285    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4266    0.1443    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7264    0.5806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0015    0.1923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0292   -0.6322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7017    0.6286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4280    0.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1277    0.6717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1004    1.4971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3675    1.8850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6708    1.4472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3369    2.7095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0356    3.1482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8001    1.9343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5285    1.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8133   -0.7830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5276   -1.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5258   -2.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8113   -2.4330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0969   -2.0185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0970   -1.1908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  6  1  0
 12 13  2  0
  1  2  1  0
 13 14  1  0
  6  7  1  0
 14 15  2  0
 15 10  1  0
  2  3  2  0
 14 16  1  0
  7  8  1  0
 16 17  1  0
  3  4  1  0
 13 18  1  0
  8  9  2  0
 18 19  1  0
  4  5  2  0
  1 20  1  0
 20 21  1  0
  8 10  1  0
  5  1  1  0
 10 11  2  0
 11 12  1  0
 20 25  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1084562

   2-(1-cyclohexyl-1H-tetrazol-5-ylthio)-1-(3,4-dimethoxyphenyl)ethanone

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: 361.47

Molecular Weight (Monoisotopic): 361.1460

AlogP: 3.78

#Rotatable Bonds: 7

Polar Surface Area: 66.24

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.89

CX Basic pKa: 0.11

CX LogP: 3.14

CX LogD: 3.14

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.55

Np Likeness Score: -1.25

References

1. Webster SP, Binnie M, McConnell KM, Sooy K, Ward P, Greaney MF, Vinter A, Pallin TD, Dyke HJ, Gill MI, Warner I, Seckl JR, Walker BR..  (2010)  Modulation of 11beta-hydroxysteroid dehydrogenase type 1 activity by 1,5-substituted 1H-tetrazoles.,  20  (11): [PMID:20452767] [10.1016/j.bmcl.2010.04.055]

Source

Source(1):

• Scientific Literature