N-[3-cyano-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(trifluoromethyl)sulfinyl]-1H-pyrazol-5-yl]-1-(beta-D-glucopyranosyl)-1H-1,2,3-triazole-4-methanamine

ID: ALA2228802

PubChem CID: 76333204

Max Phase: Preclinical

Molecular Formula: C21H17Cl2F6N7O6S

Molecular Weight: 680.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1nn(-c2c(Cl)cc(C(F)(F)F)cc2Cl)c(NCc2cn([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)nn2)c1[S+]([O-])C(F)(F)F

Standard InChI:  InChI=1S/C21H17Cl2F6N7O6S/c22-9-1-7(20(24,25)26)2-10(23)13(9)36-18(17(11(3-30)33-36)43(41)21(27,28)29)31-4-8-5-35(34-32-8)19-16(40)15(39)14(38)12(6-37)42-19/h1-2,5,12,14-16,19,31,37-40H,4,6H2/t12-,14-,15+,16-,19-,43?/m1/s1

Standard InChI Key:  LRKLXTAYSOAJNQ-QXRLNHOPSA-N

Molfile:  

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M  CHG  2  24   1  25  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2228802

   1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-(trifluoromethylsulfinyl)-5-[[1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]triazol-4-yl]methylamino]pyrazole-3-carbonitrile

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

Calculated Properties

Molecular Weight: 680.37

Molecular Weight (Monoisotopic): 679.0242

AlogP: 1.87

#Rotatable Bonds: 7

Polar Surface Area: 197.56

Molecular Species: NEUTRAL

HBA: 13

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.33

CX Basic pKa: 0.10

CX LogP: 2.23

CX LogD: 2.23

Aromatic Rings: 3

Heavy Atoms: 43

QED Weighted: 0.18

Np Likeness Score: -0.66

References

1. Yang W, Wu HX, Xu HH, Hu AL, Lu ML..  (2011)  Synthesis of glucose-fipronil conjugate and its phloem mobility.,  59  (23): [PMID:22029402] [10.1021/jf2031154]

Source

Source(1):

• Scientific Literature