N-(2-Fluorophenyl)-5-isopropylisoxazole-3-carboxamide

Names and Identifiers

Canonical SMILES: CC(C)c1cc(C(=O)Nc2ccccc2F)no1

Standard InChI: InChI=1S/C13H13FN2O2/c1-8(2)12-7-11(16-18-12)13(17)15-10-6-4-3-5-9(10)14/h3-8H,1-2H3,(H,15,17)

Standard InChI Key: BCUFKBVCHFNTLU-UHFFFAOYSA-N

Molfile:

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
    8.6360   -5.3268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4425   -5.1449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8610   -5.8559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3138   -6.4725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5582   -6.1464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8472   -6.5691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8574   -7.3932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1293   -6.1625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6793   -5.9369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1595   -5.2584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0238   -6.6835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4201   -6.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6990   -6.1784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9879   -6.5969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9980   -7.4252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7161   -7.8254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4272   -7.4069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6908   -5.3560    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  1  5  2  0
  6  7  2  0
  6  8  1  0
  5  6  1  0
  9 10  1  0
  9 11  1  0
  3  9  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 12 17  2  0
  8 12  1  0
 13 18  1  0
M  END

Alternative Forms

Parent:

ALA4098258
N-(2-Fluorophenyl)-5-(propan-2-YL)-1,2-oxazole-3-carboxamide

Associated Targets(Human)

SMN1 Tchem Survival motor neuron protein (34246 Activities)

Discover Target: SMN1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Plasma (6361 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Calculated Properties

Molecular Weight: 248.26	Molecular Weight (Monoisotopic): 248.0961	AlogP: 3.19	#Rotatable Bonds: 3
Polar Surface Area: 55.13	Molecular Species: NEUTRAL	HBA: 3	HBD: 1
#RO5 Violations: ┄	HBA (Lipinski): 4	HBD (Lipinski): 1	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: 12.77	CX Basic pKa: ┄	CX LogP: 3.05	CX LogD: 3.05
Aromatic Rings: 2	Heavy Atoms: 18	QED Weighted: 0.91	Np Likeness Score: -2.15

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

Source(1):

Scientific Literature