ethoxysulfuron

ID: ALA2313153

Chembl Id: CHEMBL2313153

Cas Number: 126801-58-9

PubChem CID: 3623881

Product Number: E118350

Max Phase: Preclinical

Molecular Formula: C15H18N4O7S

Molecular Weight: 398.40

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Ethoxysulfuron | Ethoxysulfuron|126801-58-9|Ethoxysulfuron [ISO]|(2-ethoxyphenyl) N-[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]sulfamate|UNII-2A9C8090ZD|2A9C8090ZD|Sulfamic acid, N-[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]-, 2-ethoxyphenyl ester|CHEMBL2313153|CHEBI:81748|Ethoxysulfuron 100 microg/mL in Acetonitrile|1-(4,6-Dimethoxypyrimidin-2-yl)-3-(2-ethoxyphenoxysulfonyl)urea|Ethoxysulfuron (~90%)|ETHOXYSULFURON [MI]|SCHEMBL65311|DTXSID1057951|3-(4,6-dimethoxypyrimidin-2-yl)-1-(2-ethoxyphenoShow More⌵

Canonical SMILES:  CCOc1ccccc1OS(=O)(=O)NC(=O)Nc1nc(OC)cc(OC)n1

Standard InChI:  InChI=1S/C15H18N4O7S/c1-4-25-10-7-5-6-8-11(10)26-27(21,22)19-15(20)18-14-16-12(23-2)9-13(17-14)24-3/h5-9H,4H2,1-3H3,(H2,16,17,18,19,20)

Standard InChI Key:  UWVKRNOCDUPIDM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2313153

   ETHOXYSULFURON

2. Alternative Forms:

   

   ALA2313153

   ---

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: 398.40

Molecular Weight (Monoisotopic): 398.0896

AlogP: 1.34

#Rotatable Bonds: 8

Polar Surface Area: 137.97

Molecular Species: ACID

HBA: 9

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.04

CX Basic pKa: 2.88

CX LogP: 1.40

CX LogD: 1.40

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.67

Np Likeness Score: -1.09

References

1. Lee YT, Cui CJ, Chow EW, Pue N, Lonhienne T, Wang JG, Fraser JA, Guddat LW..  (2013)  Sulfonylureas have antifungal activity and are potent inhibitors of Candida albicans acetohydroxyacid synthase.,  56  (1): [PMID:23237384] [10.1021/jm301501k]

2. Wu RJ, Ren T, Gao JY, Wang L, Yu Q, Yao Z, Song GQ, Ruan WB, Niu CW, Song FH, Zhang LX, Li M, Wang JG..  (2019)  Chemical preparation, biological evaluation and 3D-QSAR of ethoxysulfuron derivatives as novel antifungal agents targeting acetohydroxyacid synthase.,  162  [PMID:30448420] [10.1016/j.ejmech.2018.11.005]

3. Wu RJ, Zhou KX, Yang H, Song GQ, Li YH, Fu JX, Zhang X, Yu SJ, Wang LZ, Xiong LX, Niu CW, Song FH, Yang H, Wang JG..  (2019)  Chemical synthesis, crystal structure, versatile evaluation of their biological activities and molecular simulations of novel pyrithiobac derivatives.,  167  [PMID:30784880] [10.1016/j.ejmech.2019.02.002]

Source

Source(1):

• Scientific Literature