SID124398559

ID: ALA2145250

PubChem CID: 53257196

Max Phase: Preclinical

Molecular Formula: C18H18F3N5O2S

Molecular Weight: 425.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccnc(NC(=S)N2CCN(c3ccc(C(F)(F)F)cc3[N+](=O)[O-])CC2)c1

Standard InChI:  InChI=1S/C18H18F3N5O2S/c1-12-4-5-22-16(10-12)23-17(29)25-8-6-24(7-9-25)14-3-2-13(18(19,20)21)11-15(14)26(27)28/h2-5,10-11H,6-9H2,1H3,(H,22,23,29)

Standard InChI Key:  AGWAEWJPKFNDHK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   -1.4289    1.5947    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.1598   -2.8322    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.2867   -2.5302    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.9848   -1.4032    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578    0.7697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.7697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4677    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1433    0.3572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.3572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1433    0.3572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723    0.3572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1433   -0.4677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578   -1.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578   -0.8802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723   -2.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1433   -2.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8578    0.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8578    1.5947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723    2.0072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2867    0.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2867    1.5947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723    2.8322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 23  2  0
  2 16  1  0
  3 16  1  0
  4 16  1  0
  5  8  1  0
  6  8  2  0
  7 12  1  0
  7 19  1  0
  7 20  1  0
  8 13  1  0
  9 21  1  0
  9 22  1  0
  9 23  1  0
 10 23  1  0
 10 24  1  0
 11 24  2  0
 11 27  1  0
 12 13  2  0
 12 17  1  0
 13 15  1  0
 14 15  2  0
 14 16  1  0
 14 18  1  0
 17 18  2  0
 19 21  1  0
 20 22  1  0
 24 25  1  0
 25 26  2  0
 26 28  1  0
 26 29  1  0
 27 28  2  0
M  CHG  2   5  -1   8   1
M  END

Alternative Forms

1. Parent:

   

   ALA2145250

   N-(4-methylpyridin-2-yl)-4-[2-nitro-4-(trifluoromethyl)phenyl]piperazine-1-carbothioamide

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: 425.44

Molecular Weight (Monoisotopic): 425.1133

AlogP: 3.84

#Rotatable Bonds: 3

Polar Surface Area: 74.54

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.74

CX LogP: 4.66

CX LogD: 4.66

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.46

Np Likeness Score: -2.15

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays