N-(3-Chloro-4-fluorophenyl)-5-isopropyl-N-methylisoxazole-3-carboxamide

ID: ALA4095225

PubChem CID: 137655928

Max Phase: Preclinical

Molecular Formula: C14H14ClFN2O2

Molecular Weight: 296.73

Molecule Type: Small molecule

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  CC(C)c1cc(C(=O)N(C)c2ccc(F)c(Cl)c2)no1

Standard InChI:  InChI=1S/C14H14ClFN2O2/c1-8(2)13-7-12(17-20-13)14(19)18(3)9-4-5-11(16)10(15)6-9/h4-8H,1-3H3

Standard InChI Key:  XONDSJSVTVHCTI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    9.1444   -8.8702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4419   -9.2876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7291   -8.8879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7205   -8.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0086   -7.6721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3051   -8.0896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3180   -8.9109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0304   -9.3068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5918   -7.6908    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.6169   -9.3308    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.9528  -10.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7542  -10.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1539   -9.5269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5995   -8.9267    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0959  -10.9821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1342   -8.0531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4521  -10.1048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6239  -11.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9096  -11.0573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2 17  2  0
  3 18  1  0
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 16 20  1  0
M  END

Alternative Forms

  1. Parent:

    ALA4095225

    ---

Associated Targets(Human)

SMN1 Tchem Survival motor neuron protein (34246 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Plasma (6361 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: 296.73Molecular Weight (Monoisotopic): 296.0728AlogP: 3.87#Rotatable Bonds: 3
Polar Surface Area: 46.34Molecular Species: NEUTRALHBA: 3HBD:
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: CX LogP: 3.51CX LogD: 3.51
Aromatic Rings: 2Heavy Atoms: 20QED Weighted: 0.86Np Likeness Score: -2.28

References

1. Rietz A, Li H, Quist KM, Cherry JJ, Lorson CL, Burnett BG, Kern NL, Calder AN, Fritsche M, Lusic H, Boaler PJ, Choi S, Xing X, Glicksman MA, Cuny GD, Androphy EJ, Hodgetts KJ..  (2017)  Discovery of a Small Molecule Probe That Post-Translationally Stabilizes the Survival Motor Neuron Protein for the Treatment of Spinal Muscular Atrophy.,  60  (11): [PMID:28481536] [10.1021/acs.jmedchem.6b01885]

Source