N-(4-Chloro-3-(trifluoromethyl)phenyl)-2-oxo-2-(5-(4-(tertbutyl)phenyl)isoxazol-3-yl)acetohydrazonoyl cyanide

Names and Identifiers

Canonical SMILES: CC(C)(C)c1ccc(-c2cc(C(=O)/C(C#N)=N/Nc3ccc(Cl)c(C(F)(F)F)c3)no2)cc1

Standard InChI: InChI=1S/C23H18ClF3N4O2/c1-22(2,3)14-6-4-13(5-7-14)20-11-18(31-33-20)21(32)19(12-28)30-29-15-8-9-17(24)16(10-15)23(25,26)27/h4-11,29H,1-3H3/b30-19+

Standard InChI Key: KFPPUYITNNUQFO-NDZAJKAJSA-N

Molfile:

     RDKit          2D

 33 35  0  0  0  0  0  0  0  0999 V2000
   31.5017   -4.3790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5006   -5.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2127   -5.6116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9265   -5.2021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9237   -4.3754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2110   -3.9660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2085   -3.1446    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.9191   -2.7339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.9167   -1.9126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6273   -1.4978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6249   -0.6765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.3404   -1.9084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4252   -2.7232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2292   -2.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6357   -2.1777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.0829   -1.5680    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.2005   -1.5051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4874   -1.0986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.5632   -3.6397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0790   -4.3065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4171   -5.0556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2350   -5.1391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7137   -4.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3771   -3.7210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5707   -5.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0932   -6.5515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3879   -5.9703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9758   -6.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6390   -5.6096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6403   -6.4309    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   34.3502   -5.1999    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   34.3468   -6.0216    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   32.2125   -6.4329    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 12  2  0
 17 18  3  0
  9 17  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 14 19  1  0
 22 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
  4 29  1  0
 29 30  1  0
 29 31  1  0
 29 32  1  0
  3 33  1  0
M  END

Alternative Forms

Parent:

ALA4087626
---

Associated Targets(Human)

RAPGEF3 Tchem Rap guanine nucleotide exchange factor 3 (15528 Activities)

Discover Target: RAPGEF3

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

Associated Targets(non-human)

Rapgef4 Rap guanine nucleotide exchange factor 4 (114 Activities)

Discover Target: Rapgef4

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: 474.87	Molecular Weight (Monoisotopic): 474.1070	AlogP: 6.49	#Rotatable Bonds: 5
Polar Surface Area: 91.28	Molecular Species: ACID	HBA: 6	HBD: 1
#RO5 Violations: 1	HBA (Lipinski): 6	HBD (Lipinski): 1	#RO5 Violations (Lipinski): 1
CX Acidic pKa: 4.77	CX Basic pKa: ┄	CX LogP: 7.46	CX LogD: 5.77
Aromatic Rings: 3	Heavy Atoms: 33	QED Weighted: 0.26	Np Likeness Score: -1.76

References

1. Ye N, Zhu Y, Liu Z, Mei FC, Chen H, Wang P, Cheng X, Zhou J.. (2017) Identification of novel 2-(benzo[d]isoxazol-3-yl)-2-oxo-N-phenylacetohydrazonoyl cyanide analoguesas potent EPAC antagonists., 134 [PMID:28399451] [10.1016/j.ejmech.2017.04.001]

Source

Source(1):

Scientific Literature