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5-chloro-2-[(3-trifluoromethylphenyl)amino]benzoic acid

ID: ALA406029

Cas Number: 55279-15-7

PubChem CID: 44457122

Max Phase: Preclinical

Molecular Formula: C14H9ClF3NO2

Molecular Weight: 315.68

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc(Cl)ccc1Nc1cccc(C(F)(F)F)c1

Standard InChI:  InChI=1S/C14H9ClF3NO2/c15-9-4-5-12(11(7-9)13(20)21)19-10-3-1-2-8(6-10)14(16,17)18/h1-7,19H,(H,20,21)

Standard InChI Key:  FQNHUECUDTUXMR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    3.3736   -3.6833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3724   -4.5107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0872   -4.9235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8037   -4.5102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8008   -3.6797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0854   -3.2705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5137   -3.2645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2297   -3.6743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2295   -4.4969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9447   -4.9067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6586   -4.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6528   -3.6622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9370   -3.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3642   -3.2444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0750   -2.8250    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.7827   -3.9554    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.9455   -2.5336    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.0825   -2.4418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7957   -2.0271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3668   -2.0314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6576   -4.9226    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
 10 11  2  0
  5  6  2  0
 11 12  1  0
  6  1  1  0
 12 13  2  0
 13  8  1  0
  1  2  2  0
 12 14  1  0
  5  7  1  0
 14 15  1  0
  3  4  2  0
 14 16  1  0
  7  8  1  0
 14 17  1  0
  8  9  2  0
  4  5  1  0
 18 19  1  0
 18 20  2  0
  6 18  1  0
  9 10  1  0
  2 21  1  0
M  END

Associated Targets(Human)

MPO Tchem Myeloperoxidase (1002 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Calculated Properties

Molecular Weight: 315.68Molecular Weight (Monoisotopic): 315.0274AlogP: 4.80#Rotatable Bonds: 3
Polar Surface Area: 49.33Molecular Species: ACIDHBA: 2HBD: 2
#RO5 Violations: HBA (Lipinski): 3HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 3.67CX Basic pKa: CX LogP: 5.85CX LogD: 2.53
Aromatic Rings: 2Heavy Atoms: 21QED Weighted: 0.85Np Likeness Score: -1.54

References

1. Van Antwerpen P, Prévost M, Zouaoui-Boudjeltia K, Babar S, Legssyer I, Moreau P, Moguilevsky N, Vanhaeverbeek M, Ducobu J, Nève J, Dufrasne F..  (2008)  Conception of myeloperoxidase inhibitors derived from flufenamic acid by computational docking and structure modification.,  16  (4): [PMID:18063373] [10.1016/j.bmc.2007.11.025]
2. Tidén, Anna-Karin AK and 16 more authors.  2011-10-28  2-thioxanthines are mechanism-based inactivators of myeloperoxidase that block oxidative stress during inflammation.  [PMID:21880720]
3. Roth, Aaron and 9 more authors.  2014-11-15  Inhibition of myeloperoxidase: evaluation of 2H-indazoles and 1H-indazolones.  [PMID:25438766]

Source