(trans-2,5)-1,2,5-trimethyl-1-{[2-(trifluoromethyl)phenyl]sulfonyl}piperazine

ID: ALA4070097

PubChem CID: 137638167

Max Phase: Preclinical

Molecular Formula: C14H19F3N2O2S

Molecular Weight: 336.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H]1CN(S(=O)(=O)c2ccccc2C(F)(F)F)[C@@H](C)CN1C

Standard InChI:  InChI=1S/C14H19F3N2O2S/c1-10-9-19(11(2)8-18(10)3)22(20,21)13-7-5-4-6-12(13)14(15,16)17/h4-7,10-11H,8-9H2,1-3H3/t10-,11+/m1/s1

Standard InChI Key:  JKJWUMFSZMNRSY-MNOVXSKESA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    5.3984   -5.0435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9939   -4.3377    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.5850   -5.0409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8586   -3.9908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5797   -4.3803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2754   -3.9506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2512   -3.1317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5254   -2.7443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8327   -3.1762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6902   -3.9087    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6034   -5.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9079   -5.6261    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.3227   -5.5850    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.5989   -6.0134    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.4080   -4.3019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1022   -3.8765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0830   -3.0586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3634   -2.6680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6631   -3.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7803   -2.6325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3428   -1.8510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4279   -5.1189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  6  2  1  0
  2 10  1  0
  5 11  1  0
 11 12  1  0
 11 13  1  0
 11 14  1  0
 10 15  1  0
 10 19  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 18 21  1  1
 15 22  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4070097

   ---

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: 336.38

Molecular Weight (Monoisotopic): 336.1119

AlogP: 2.42

#Rotatable Bonds: 2

Polar Surface Area: 40.62

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.49

CX LogP: 2.58

CX LogD: 2.53

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.83

Np Likeness Score: -1.25

References

1. Cortés-Benítez F, Roy J, Maltais R, Poirier D..  (2017)  Impact of androstane A- and D-ring inversion on 17β-hydroxysteroid dehydrogenase type 3 inhibitory activity, androgenic effect and metabolic stability.,  25  (7): [PMID:28254377] [10.1016/j.bmc.2017.02.008]

Source

Source(1):

• Scientific Literature