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2-(5-tert-Butylisoxazol-3-yl)-N'-(4-chlorophenyl)-2-oxoacetohydrazonoyl Cyanide ID: ALA3594318
PubChem CID: 6383743
Max Phase: Preclinical
Molecular Formula: C16H15ClN4O2
Molecular Weight: 330.78
Molecule Type: Small molecule
This compound is available for customization.
Associated Items:
Names and Identifiers Canonical SMILES: CC(C)(C)c1cc(C(=O)/C(C#N)=N/Nc2ccc(Cl)cc2)no1
Standard InChI: InChI=1S/C16H15ClN4O2/c1-16(2,3)14-8-12(21-23-14)15(22)13(9-18)20-19-11-6-4-10(17)5-7-11/h4-8,19H,1-3H3/b20-13+
Standard InChI Key: FVOOXEZIGUERJS-DEDYPNTBSA-N
Molfile:
RDKit 2D
23 24 0 0 0 0 0 0 0 0999 V2000
1.2990 -0.7500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.2990 0.7500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.0000 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.2990 0.7500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.2990 -0.7500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.0000 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.0031 -3.0008 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
1.3039 -3.7494 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
1.3070 -5.2502 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.6078 -5.9988 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.0086 -6.0029 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.0296 -6.6047 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
2.6109 -7.4996 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.6460 -5.3970 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
3.8244 -8.3594 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.3609 -9.7860 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.8609 -9.7860 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
1.3974 -8.3594 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
4.2416 -10.9981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.4351 -10.8734 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.7532 -12.0942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.9465 -11.9692 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.0000 2.7000 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
9 11 1 0
11 12 3 0
10 13 1 0
10 14 2 0
13 15 1 0
15 16 2 0
16 17 1 0
17 18 1 0
18 13 2 0
16 19 1 0
19 20 1 0
19 21 1 0
19 22 1 0
3 23 1 0
M END Associated Targets(Human) Associated Targets(non-human) Molecule Features Natural Product: NoOral: NoChemical Probe: NoParenteral: NoMolecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: NoChirality: NoAvailability: NoProdrug: 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: 330.78Molecular Weight (Monoisotopic): 330.0884AlogP: 3.80#Rotatable Bonds: 4Polar Surface Area: 91.28Molecular Species: ACIDHBA: 6HBD: 1#RO5 Violations: ┄HBA (Lipinski): 6HBD (Lipinski): 1#RO5 Violations (Lipinski): ┄CX Acidic pKa: 5.09CX Basic pKa: ┄CX LogP: 4.94CX LogD: 3.30Aromatic Rings: 2Heavy Atoms: 23QED Weighted: 0.52Np Likeness Score: -1.58
References 1. Ye N, Zhu Y, Chen H, Liu Z, Mei FC, Wild C, Chen H, Cheng X, Zhou J.. (2015) Structure-Activity Relationship Studies of Substituted 2-(Isoxazol-3-yl)-2-oxo-N'-phenyl-acetohydrazonoyl Cyanide Analogues: Identification of Potent Exchange Proteins Directly Activated by cAMP (EPAC) Antagonists., 58 (15): [PMID:26151319 ] [10.1021/acs.jmedchem.5b00635 ] 2. Antonova-Koch Y, Meister S, Abraham M, Luth MR, Ottilie S, Lukens AK, Sakata-Kato T, Vanaerschot M, Owen E, Jado JC, Maher SP, Calla J, Plouffe D, Zhong Y, Chen K, Chaumeau V, Conway AJ, McNamara CW, Ibanez M, Gagaring K, Serrano FN, Eribez K, Taggard CM, Cheung AL, Lincoln C, Ambachew B, Rouillier M, Siegel D, Nosten F, Kyle DE, Gamo FJ, Zhou Y, Llinás M, Fidock DA, Wirth DF, Burrows J, Campo B, Winzeler EA.. (2018) Open-source discovery of chemical leads for next-generation chemoprotective antimalarials., 362 (6419): [PMID:30523084 ] [10.1126/science.aat9446 ]