4-chloro-benzoic acid N'-benzoyl-N'-tert-butyl-hydrazide

ID: ALA226969

Chembl Id: CHEMBL226969

Cas Number: 112226-61-6

PubChem CID: 114994

Product Number: H134791

Max Phase: Preclinical

Molecular Formula: C18H19ClN2O2

Molecular Weight: 330.82

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Synonyms: Halofenozide | Halofenozide|112226-61-6|Halofenozide [ISO]|N'-benzoyl-N'-tert-butyl-4-chlorobenzohydrazide|CHEBI:38451|4-chlorobenzoic acid 2-benzoyl-2-(1,1-dimethylethyl)hydrazide|RH-0345|C81K20PELV|DTXSID4032619|N'-benzoyl-N'-(tert-butyl)-4-chlorobenzohydrazide|Mach 2|RH 0345|UNII-C81K20PELV|HSDB 7949|Benzoic acid, 4-chloro-, 2-benzoyl-2-(1,1-dimethylethyl)hydrazide|RH0345|HALOFENOZIDE [MI]|EC 431-600-4|SCHEMBL55120|N-4-Chlorobenzoyl-N'-benzoyl-N'-tert-butylhydrazine|CHEMBL226969|DTXCID2012619Show More

Canonical SMILES:  CC(C)(C)N(NC(=O)c1ccc(Cl)cc1)C(=O)c1ccccc1

Standard InChI:  InChI=1S/C18H19ClN2O2/c1-18(2,3)21(17(23)14-7-5-4-6-8-14)20-16(22)13-9-11-15(19)12-10-13/h4-12H,1-3H3,(H,20,22)

Standard InChI Key:  CNKHSLKYRMDDNQ-UHFFFAOYSA-N

Alternative Forms

  1. Parent:

    ALA226969

    HALOFENOZIDE

Associated Targets(Human)

THRB Tclin Thyroid hormone receptor beta-1 (7926 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
VDR Tclin Vitamin D receptor (26531 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Nr1i2 Nuclear receptor subfamily 1 group I member 2 (641 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mythimna separata (3306 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Spodoptera littoralis (798 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Bombyx mori (577 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Ecdysone receptor (90 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EcR Ecdysone receptor (281 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EcR Ecdysone receptor (183 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: YesOral: 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: 330.82Molecular Weight (Monoisotopic): 330.1135AlogP: 3.93#Rotatable Bonds: 2
Polar Surface Area: 49.41Molecular Species: NEUTRALHBA: 2HBD: 1
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 9.67CX Basic pKa: CX LogP: 3.97CX LogD: 3.97
Aromatic Rings: 2Heavy Atoms: 23QED Weighted: 0.85Np Likeness Score: -0.89

References

1. Fujikawa M, Nakao K, Shimizu R, Akamatsu M..  (2007)  QSAR study on permeability of hydrophobic compounds with artificial membranes.,  15  (11): [PMID:17418579] [10.1016/j.bmc.2007.03.040]
2. PubChem BioAssay data set, 
3. Zhao Q, Ou X, Huang Z, Bi F, Huang R, Wang Q..  (2008)  Synthesis and insecticidal activities of novel N-sulfenyl-N'-tert-butyl-N,N'-diacylhydrazines. 3. N-(alkyldithio), n-(aminothio), and N,N-dithio derivatives.,  56  (22): [PMID:18959411] [10.1021/jf802389r]
4. Akamatsu M..  (2011)  Importance of physicochemical properties for the design of new pesticides.,  59  (7): [PMID:20879794] [10.1021/jf102525e]
5. Zhao Q, Shang J, Huang Z, Wang K, Bi F, Huang R, Wang Q..  (2008)  Synthesis and insecticidal activities of novel N-sulfenyl-N'-tert-butyl-N,N'-diacylhydrazines. 2. N-substituted phenoxysulfenate derivatives.,  56  (13): [PMID:18540619] [10.1021/jf800740z]
6. Soin T, De Geyter E, Mosallanejad H, Iga M, Martín D, Ozaki S, Kitsuda S, Harada T, Miyagawa H, Stefanou D, Kotzia G, Efrose R, Labropoulou V, Geelen D, Iatrou K, Nakagawa Y, Janssen CR, Smagghe G, Swevers L..  (2010)  Assessment of species specificity of moulting accelerating compounds in Lepidoptera: comparison of activity between Bombyx mori and Spodoptera littoralis by in vitro reporter and in vivo toxicity assays.,  66  (5): [PMID:20069627] [10.1002/ps.1903]
7. Soin T, Swevers L, Kotzia G, Iatrou K, Janssen CR, Rougé P, Harada T, Nakagawa Y, Smagghe G..  (2010)  Comparison of the activity of non-steroidal ecdysone agonists between dipteran and lepidopteran insects, using cell-based EcR reporter assays.,  66  (11): [PMID:20672340] [10.1002/ps.1998]
8. PubChem BioAssay data set,