SID26757688

ID: ALA1898860

Chembl Id: CHEMBL1898860

Cas Number: 79983-71-4

PubChem CID: 66461

Product Number: H109963M

Max Phase: Preclinical

Molecular Formula: C14H17Cl2N3O

Molecular Weight: 314.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCC(O)(Cn1cncn1)c1ccc(Cl)cc1Cl

Standard InChI:  InChI=1S/C14H17Cl2N3O/c1-2-3-6-14(20,8-19-10-17-9-18-19)12-5-4-11(15)7-13(12)16/h4-5,7,9-10,20H,2-3,6,8H2,1H3

Standard InChI Key:  STMIIPIFODONDC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1898860

   HEXACONAZOLE

Molecule Features

Natural Product: Yes

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

Calculated Properties

Molecular Weight: 314.22

Molecular Weight (Monoisotopic): 313.0749

AlogP: 3.66

#Rotatable Bonds: 6

Polar Surface Area: 50.94

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.34

CX Basic pKa: 2.00

CX LogP: 3.71

CX LogD: 3.71

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.88

Np Likeness Score: -1.01

References

1. PubChem BioAssay data set, 

2. Goel M, Dureja P, Rani A, Uniyal PL, Laatsch H..  (2011)  Isolation, characterization and antifungal activity of major constituents of the Himalayan lichen Parmelia reticulata Tayl.,  59  (6): [PMID:21351753] [10.1021/jf1049613]

3. Aggarwal N, Kumar R, Srivastva C, Dureja P, Khurana JM..  (2010)  Synthesis of nalidixic acid based hydrazones as novel pesticides.,  58  (5): [PMID:20131903] [10.1021/jf904144e]

4. Aggarwal N, Kumar R, Dureja P, Rawat DS..  (2009)  Schiff bases as potential fungicides and nitrification inhibitors.,  57  (18): [PMID:19702271] [10.1021/jf902035w]

5. Gopinath K, Radhakrishnan NV, Jayaraj J..  (2006)  Effect of propiconazole and difenoconazole on the control of anthracnose of chilli fruits caused by Colletotrichum capsici,  25  (9): [10.1016/j.cropro.2006.02.001]

6. Chattapadhyay TK, Dureja P..  (2006)  Antifungal activity of 4-methyl-6-alkyl-2H-pyran-2-ones.,  54  (6): [PMID:16536586] [10.1021/jf052792s]

7. Khurana JM, Magoo D, Aggarwal K, Aggarwal N, Kumar R, Srivastava C..  (2012)  Synthesis of novel 12-aryl-8,9,10,12-tetrahydrobenzo[a]xanthene-11-thiones and evaluation of their biocidal effects.,  58  [PMID:23153816] [10.1016/j.ejmech.2012.10.025]

8. Itoh H, Yoneda R, Tobitsuka J, Matsuhisa T, Kajino H, Ohta H, Hayashi N, Takahi Y, Tsuda M, Takeshiba H..  (2000)  Synthesis and systemic fungicidal activity of silicon-containing azole derivatives.,  48  (8): [PMID:10959578] [10.1248/cpb.48.1148]

9. Shakil NA, Singh MK, Sathiyendiran M, Kumar J, Padaria JC..  (2013)  Microwave synthesis, characterization and bio-efficacy evaluation of novel chalcone based 6-carbethoxy-2-cyclohexen-1-one and 2H-indazol-3-ol derivatives.,  59  [PMID:23229055] [10.1016/j.ejmech.2012.10.038]

10. Holla BS, Rao BS, Shridhara K, Akberali PM..  (2000)  Studies on arylfuran derivatives. Part XI. Synthesis, characterisation and biological studies on some Mannich bases carrying 2,4-dichlorophenylfurfural moiety.,  55  (5): [PMID:10983278] [10.1016/s0014-827x(00)00033-1]

11. Unpublished dataset, 

12. Unpublished dataset, 

13. Unpublished dataset, 

14. Unpublished dataset, 

15. PubChem BioAssay data set, 

16. Kamenecka TM, Lyda B, Chang MR, Griffin PR.  (2013)  Synthetic modulators of the retinoic acid receptor-related orphan receptors,  4  (5): [10.1039/C3MD00005B]

17. Shrestha SK, Garzan A, Garneau-Tsodikova S..  (2017)  Novel alkylated azoles as potent antifungals.,  133  [PMID:28395217] [10.1016/j.ejmech.2017.03.075]

Source

Source(3):

• Scientific Literature
• PubChem BioAssays
• Gene Expression Atlas Compounds