ID: ALA463781

Max Phase: Preclinical

Molecular Formula: C15H15ClF3N3O

Molecular Weight: 345.75

Molecule Type: Small molecule

Representations

Synonyms (1): Triflumizole
Synonyms from Alternative Forms(1):

Canonical SMILES:  CCCOC/C(=N\c1ccc(Cl)cc1C(F)(F)F)n1ccnc1

Standard InChI:  InChI=1S/C15H15ClF3N3O/c1-2-7-23-9-14(22-6-5-20-10-22)21-13-4-3-11(16)8-12(13)15(17,18)19/h3-6,8,10H,2,7,9H2,1H3/b21-14+

Standard InChI Key:  HSMVPDGQOIQYSR-KGENOOAVSA-N

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

Properties

Molecular Weight: 345.75

Molecular Weight (Monoisotopic): 345.0856

AlogP: 4.56

#Rotatable Bonds: 5

Polar Surface Area: 39.41

Molecular Species: NEUTRAL

HBA: 4

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 5.86

CX LogP: 3.58

CX LogD: 3.57

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.45

Np Likeness Score: -1.47

References

1. Pérez-Garrido A, Morales Helguera A, Abellán Guillén A, Cordeiro MN, Garrido Escudero A..  (2009)  Convenient QSAR model for predicting the complexation of structurally diverse compounds with beta-cyclodextrins.,  17  (2): [PMID:19056282] [10.1016/j.bmc.2008.11.040]

2. PubChem BioAssay data set, 

3. Yoon MY, Choi NH, Min BS, Choi GJ, Choi YH, Jang KS, Han SS, Cha B, Kim JC..  (2011)  Potent in vivo antifungal activity against powdery mildews of pregnane glycosides from the roots of Cynanchum wilfordii.,  59  (22): [PMID:21992072] [10.1021/jf2039185]

4. KUMITA I, NODA K.  (2001)  Synthesis of Antifungal 2-Anilino-4-phenylthiazoles and Their Inhibitory Activities on Sterol Biosynthesis,  26  (2): [10.1584/jpestics.26.136]

5. Haramoto M, Hamamura H, Sano S, Felsenstein FG, Otani H.  (2006)  Sensitivity monitoring of powdery mildew pathogens to cyflufenamid and the evaluation of resistance risk,  31  (4): [10.1584/jpestics.G06-13]

6. ZHU J, ZHU H, KOBAMOTO N, YASUDA M, TAWATA S.  (2000)  Fungitoxic and Phytotoxic Activities of Cinnamic Acid Esters and Amides,  25  (3): [10.1584/jpestics.25.263]

7. Leroux P, Gredt M, Remuson F, Micoud A, Walker AS..  (2013)  Fungicide resistance status in French populations of the wheat eyespot fungi Oculimacula acuformis and Oculimacula yallundae.,  69  (1): [PMID:23073993] [10.1002/ps.3408]

8. ZHU J, KOBAMOTO N, YASUDA M, TAWATA S.  (2000)  Synthesis and Fungitoxic Activity of N-Cinnamoyl--Amino Acid Esters,  25  (3): [10.1584/jpestics.25.259]

9. PubChem BioAssay data set, 

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

Source

Source(2):

• Scientific Literature
• PubChem BioAssays