4-methyl-N-(2,2,2-trichloro-1-(4-nitrophenylthio)ethyl)benzamide

ID: ALA1086589

Cas Number: 302902-25-6

PubChem CID: 3093506

Max Phase: Preclinical

Molecular Formula: C16H13Cl3N2O3S

Molecular Weight: 419.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(=O)NC(Sc2ccc([N+](=O)[O-])cc2)C(Cl)(Cl)Cl)cc1

Standard InChI:  InChI=1S/C16H13Cl3N2O3S/c1-10-2-4-11(5-3-10)14(22)20-15(16(17,18)19)25-13-8-6-12(7-9-13)21(23)24/h2-9,15H,1H3,(H,20,22)

Standard InChI Key:  XFAKQJSOOQVAHX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
    0.1444  -25.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1432  -26.5982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8581  -27.0110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5745  -26.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5716  -25.7672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8563  -25.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5716  -27.0101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2857  -26.5970    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5722  -27.8351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0005  -27.0090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7146  -26.5959    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0011  -27.8340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7159  -28.2459    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2870  -28.2470    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0083  -28.6583    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.4294  -27.0078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1412  -26.5975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8519  -27.0087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8508  -27.8346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1366  -28.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4270  -27.8339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2846  -25.3520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5668  -28.2445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5665  -29.0696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2853  -27.8323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0
 12 13  1  0
  1  2  2  0
 12 14  1  0
  2  7  1  0
 12 15  1  0
  3  4  2  0
 11 16  1  0
  7  8  1  0
 16 17  2  0
 17 18  1  0
  7  9  2  0
 18 19  2  0
  4  5  1  0
 19 20  1  0
  8 10  1  0
 20 21  2  0
 21 16  1  0
  2  3  1  0
  5 22  1  0
 10 11  1  0
  5  6  2  0
 10 12  1  0
 23 24  2  0
 23 25  1  0
 19 23  1  0
M  CHG  2  23   1  25  -1
M  END

Alternative Forms

1. Parent:

   

   ALA1086589

   4-Methyl-N-[2,2,2-trichloro-1-(4-nitro-phenylsulfanyl)-ethyl]-benzamide

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: 419.72

Molecular Weight (Monoisotopic): 417.9712

AlogP: 5.12

#Rotatable Bonds: 5

Polar Surface Area: 72.24

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.44

CX LogD: 5.44

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.24

Np Likeness Score: -1.38

References

1. Baraldi PG, Preti D, Materazzi S, Geppetti P..  (2010)  Transient receptor potential ankyrin 1 (TRPA1) channel as emerging target for novel analgesics and anti-inflammatory agents.,  53  (14): [PMID:20356305] [10.1021/jm100062h]

Source

Source(1):

• Scientific Literature