1-[5-(2H-Tetrazol-5-yl)-1,3,4-thiadiazol-2-yl]-4-[2-(trifluoromethyl)-phenoxy]-piperidine

ID: ALA2153599

PubChem CID: 15980639

Max Phase: Preclinical

Molecular Formula: C15H14F3N7OS

Molecular Weight: 397.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  FC(F)(F)c1ccccc1OC1CCN(c2nnc(-c3nn[nH]n3)s2)CC1

Standard InChI:  InChI=1S/C15H14F3N7OS/c16-15(17,18)10-3-1-2-4-11(10)26-9-5-7-25(8-6-9)14-22-21-13(27-14)12-19-23-24-20-12/h1-4,9H,5-8H2,(H,19,20,23,24)

Standard InChI Key:  VQKYSMOEFGIRDT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    1.0666   -3.6667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4777   -4.3831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2990   -4.3853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7156   -3.6727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3045   -2.9564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4770   -2.9526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5405   -3.6760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9501   -4.3922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5318   -5.1035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9408   -5.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7666   -5.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1818   -5.1051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7706   -4.3925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1832   -3.6781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0082   -3.6784    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.7710   -2.9637    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.5913   -2.9581    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.2416   -3.6666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2431   -2.9991    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0280   -3.2540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0279   -4.0788    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2435   -4.3339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6653   -2.7259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6166   -1.9025    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3848   -1.6018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9082   -2.2394    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4634   -2.9343    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 13  8  1  0
 13 14  1  0
  4  7  1  0
 14 15  1  0
  1  2  1  0
 14 16  1  0
  7  8  1  0
 14 17  1  0
 21 22  1  0
  1  6  1  0
  8  9  2  0
 19 20  1  0
  2  3  1  0
  9 10  1  0
  3  4  1  0
 18 19  1  0
 20 21  2  0
 22 18  2  0
  1 18  1  0
 26 27  1  0
 10 11  2  0
  4  5  1  0
 24 25  2  0
 11 12  1  0
  5  6  1  0
 12 13  2  0
 23 24  1  0
 25 26  1  0
 27 23  2  0
 20 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2153599

   1-[5-(2H-Tetrazol-5-yl)-1,3,4-thiadiazol-2-yl}-4-[2-(trifluoromethyl)phenoxy]piperidine

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: 397.39

Molecular Weight (Monoisotopic): 397.0933

AlogP: 2.78

#Rotatable Bonds: 4

Polar Surface Area: 92.71

Molecular Species: ACID

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.90

CX Basic pKa: ┄

CX LogP: 3.28

CX LogD: 1.77

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.72

Np Likeness Score: -1.62

References

1. Oballa RM, Belair L, Black WC, Bleasby K, Chan CC, Desroches C, Du X, Gordon R, Guay J, Guiral S, Hafey MJ, Hamelin E, Huang Z, Kennedy B, Lachance N, Landry F, Li CS, Mancini J, Normandin D, Pocai A, Powell DA, Ramtohul YK, Skorey K, Sørensen D, Sturkenboom W, Styhler A, Waddleton DM, Wang H, Wong S, Xu L, Zhang L..  (2011)  Development of a liver-targeted stearoyl-CoA desaturase (SCD) inhibitor (MK-8245) to establish a therapeutic window for the treatment of diabetes and dyslipidemia.,  54  (14): [PMID:21661758] [10.1021/jm200319u]

Source

Source(1):

• Scientific Literature