4-(4-amino-5-p-tolyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)benzenesulfonamide hydrochloride

ID: ALA4777737

PubChem CID: 162644315

Max Phase: Preclinical

Molecular Formula: C17H16ClF3N4O2S

Molecular Weight: 396.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2c(N)c(C(F)(F)F)nn2-c2ccc(S(N)(=O)=O)cc2)cc1.Cl

Standard InChI:  InChI=1S/C17H15F3N4O2S.ClH/c1-10-2-4-11(5-3-10)15-14(21)16(17(18,19)20)23-24(15)12-6-8-13(9-7-12)27(22,25)26;/h2-9H,21H2,1H3,(H2,22,25,26);1H

Standard InChI Key:  BYSWGQWJBYABSA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 29  0  0  0  0  0  0  0  0999 V2000
   26.0263  -20.8879    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   24.5859  -26.6702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7976  -26.4597    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.0095  -27.2476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3242  -21.8454    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   22.9061  -21.2676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1147  -21.0525    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   23.7976  -23.1909    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.4606  -22.7130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2062  -21.9321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3890  -21.9321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1346  -22.7130    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6863  -21.2708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.2416  -20.5244    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   25.2360  -22.9641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4037  -23.7650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1797  -24.0188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7887  -23.4726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6165  -22.6695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8408  -22.4194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7990  -24.0104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0896  -24.4184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0893  -25.2348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7975  -25.6442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5076  -25.2312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5044  -24.4162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0914  -26.8710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.5659  -23.7253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0
  4  3  2  0
  6  5  1  0
  7  6  1  0
 11 12  2  0
  9 10  2  0
  8  9  1  0
 10 11  1  0
 12  8  1  0
 10 13  1  0
 11  6  1  0
  6 14  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  9 15  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
  8 21  1  0
 24  3  1  0
  3 27  1  0
 18 28  1  0
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 396.39

Molecular Weight (Monoisotopic): 396.0868

AlogP: 3.10

#Rotatable Bonds: 3

Polar Surface Area: 104.00

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.65

CX Basic pKa: ┄

CX LogP: 3.18

CX LogD: 3.18

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.71

Np Likeness Score: -1.55

References

1. Burgart YV,Agafonova NA,Shchegolkov EV,Krasnykh OP,Kushch SO,Evstigneeva NP,Gerasimova NA,Maslova VV,Triandafilova GA,Solodnikov SY,Ulitko MV,Makhaeva GF,Rudakova EV,Borisevich SS,Zilberberg NV,Kungurov NV,Saloutin VI,Chupakhin ON.  (2020)  Multiple biological active 4-aminopyrazoles containing trifluoromethyl and their 4-nitroso-precursors: Synthesis and evaluation.,  208  [PMID:32932211] [10.1016/j.ejmech.2020.112768]

Source

Source(1):

• Scientific Literature