(S)-5-chloro-N-(3,3-dimethyl-1-oxo-1-(3-(trifluoromethyl)phenylamino)butan-2-yl)-2-hydroxybenzamide

ID: ALA2425559

PubChem CID: 72708207

Max Phase: Preclinical

Molecular Formula: C20H20ClF3N2O3

Molecular Weight: 428.84

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  CC(C)(C)[C@H](NC(=O)c1cc(Cl)ccc1O)C(=O)Nc1cccc(C(F)(F)F)c1

Standard InChI:  InChI=1S/C20H20ClF3N2O3/c1-19(2,3)16(26-17(28)14-10-12(21)7-8-15(14)27)18(29)25-13-6-4-5-11(9-13)20(22,23)24/h4-10,16,27H,1-3H3,(H,25,29)(H,26,28)/t16-/m1/s1

Standard InChI Key:  BLSAEMJLBUGXBF-MRXNPFEDSA-N

Molfile:  

     RDKit          2D

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    7.9795  -20.0317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6875  -20.4407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3972  -20.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3944  -19.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6858  -18.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1056  -20.4388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1005  -18.7974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8098  -19.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0975  -17.9802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5159  -18.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2252  -19.1979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9314  -18.7867    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2283  -20.0151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6406  -19.1926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6408  -20.0099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3492  -20.4157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0564  -20.0044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0506  -19.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3417  -18.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2728  -18.8038    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.5129  -17.9748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2190  -17.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8036  -17.5689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5067  -17.1569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7554  -18.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4660  -19.1727    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.7494  -17.9521    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.4594  -18.3538    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  1 21  1  0
 11 22  1  1
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 22 25  1  0
 19 26  1  0
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 26 29  1  0
M  END

Associated Targets(Human)

G-361 (890 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HOS (906 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HCT-116 (91556 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HeLa (62764 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MCF7 (126967 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
K562 (73714 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

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 428.84Molecular Weight (Monoisotopic): 428.1115AlogP: 4.85#Rotatable Bonds: 4
Polar Surface Area: 78.43Molecular Species: NEUTRALHBA: 3HBD: 3
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 7.66CX Basic pKa: CX LogP: 5.62CX LogD: 5.43
Aromatic Rings: 2Heavy Atoms: 29QED Weighted: 0.65Np Likeness Score: -1.05

References

1. Imramovský A, Jorda R, Pauk K, Rezníčková E, Dušek J, Hanusek J, Kryštof V..  (2013)  Substituted 2-hydroxy-N-(arylalkyl)benzamides induce apoptosis in cancer cell lines.,  68  [PMID:23981532] [10.1016/j.ejmech.2013.08.009]

Source