ID: ALA1897483

Max Phase: Preclinical

Molecular Formula: C20H19F3N2O4

Molecular Weight: 408.38

Molecule Type: Small molecule

Representations

Canonical SMILES:  CO/N=C(/C(=O)OC)c1ccccc1CO/N=C(\C)c1cccc(C(F)(F)F)c1

Standard InChI:  InChI=1S/C20H19F3N2O4/c1-13(14-8-6-9-16(11-14)20(21,22)23)24-29-12-15-7-4-5-10-17(15)18(25-28-3)19(26)27-2/h4-11H,12H2,1-3H3/b24-13+,25-18+

Standard InChI Key:  ONCZDRURRATYFI-TVJDWZFNSA-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: 408.38

Molecular Weight (Monoisotopic): 408.1297

AlogP: 4.17

#Rotatable Bonds: 7

Polar Surface Area: 69.48

Molecular Species: NEUTRAL

HBA: 6

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 2.37

CX LogP: 4.80

CX LogD: 4.80

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.39

Np Likeness Score: -0.78

References

1. PubChem BioAssay data set, 

2. Tu S, Xu LH, Ye LY, Wang X, Sha Y, Xiao ZY..  (2008)  Synthesis and fungicidal activities of novel indene-substituted oxime ether strobilurins.,  56  (13): [PMID:18547049] [10.1021/jf800273t]

3. Bubici G, Amenduni M, Colella C, D'Amico M, Cirulli M..  (2006)  Efficacy of acibenzolar-S-methyl and two strobilurins, azoxystrobin and trifloxystrobin, for the control of corky root of tomato and verticillium wilt of eggplant,  25  (8): [10.1016/j.cropro.2005.06.008]

4. Veloukas T, Bardas GA, Karaoglanidis GS, Tzavella-Klonari K..  (2007)  Management of tomato leaf mould caused by Cladosporium fulvum with trifloxystrobin,  26  (6): [10.1016/j.cropro.2006.08.005]

5. Liu A, Wang X, Ou X, Huang M, Chen C, Liu S, Huang L, Liu X, Zhang C, Zheng Y, Ren Y, He L, Yao J..  (2008)  Synthesis and fungicidal activities of novel bis(trifluoromethyl)phenyl-based strobilurins.,  56  (15): [PMID:18598043] [10.1021/jf800651z]

6. Deliere L, Miclot AS, Sauris P, Rey P, Calonnec A..  (2010)  Efficacy of fungicides with various modes of action in controlling the early stages of an Erysiphe necator-induced epidemic.,  66  (12): [PMID:20949548] [10.1002/ps.2029]

7. De Miccolis Angelini RM, Rotolo C, Masiello M, Pollastro S, Ishii H, Faretra F..  (2012)  Genetic analysis and molecular characterisation of laboratory and field mutants of Botryotinia fuckeliana (Botrytis cinerea) resistant to QoI fungicides.,  68  (9): [PMID:22488841] [10.1002/ps.3281]

8. Bolton MD, Rivera V, Secor G..  (2013)  Identification of the G143A mutation associated with QoI resistance in Cercospora beticola field isolates from Michigan, United States.,  69  (1): [PMID:22761173] [10.1002/ps.3358]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays