(Z)-2-methoxyethyl 2-cyano-3-((6-ethoxypyridin-3-yl)methylamino)-3-(methylthio)acrylate

ID: ALA2273010

PubChem CID: 76319854

Max Phase: Preclinical

Molecular Formula: C16H21N3O4S

Molecular Weight: 351.43

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  CCOc1ccc(CN/C(SC)=C(\C#N)C(=O)OCCOC)cn1

Standard InChI:  InChI=1S/C16H21N3O4S/c1-4-22-14-6-5-12(10-18-14)11-19-15(24-3)13(9-17)16(20)23-8-7-21-2/h5-6,10,19H,4,7-8,11H2,1-3H3/b15-13-

Standard InChI Key:  IKQOXPMGHXNCLK-SQFISAMPSA-N

Molfile:  

     RDKit          2D

 24 24  0  0  0  0  0  0  0  0999 V2000
   17.3054  -11.8879    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1208  -11.8890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5277  -11.1845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1204  -10.4784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3018  -10.4812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8986  -11.1863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0814  -11.1887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3449  -11.1847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7534  -11.8925    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5705  -11.8927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9790  -12.6005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7962  -12.6007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5702  -13.3081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1633  -14.0167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2046  -13.3085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2049  -11.8931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9793  -11.1851    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.7965  -11.1853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0218  -13.3087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4302  -14.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2474  -14.0167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6562  -13.3091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6707  -10.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8535  -10.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  3  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  3  0
 12 15  1  0
 12 16  2  0
 10 17  1  0
 17 18  1  0
 15 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
  7 23  1  0
 23 24  1  0
M  END

Associated Targets(non-human)

Zea mays (820 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Brassica napus (1186 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Amaranthus retroflexus (1838 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Medicago sativa (511 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 351.43Molecular Weight (Monoisotopic): 351.1253AlogP: 1.86#Rotatable Bonds: 10
Polar Surface Area: 93.47Molecular Species: NEUTRALHBA: 8HBD: 1
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 1.59CX LogP: 2.36CX LogD: 2.36
Aromatic Rings: 1Heavy Atoms: 24QED Weighted: 0.30Np Likeness Score: -1.59

References

1. Wang Q, Sun H, Cao H, Cheng M, Huang R..  (2003)  Synthesis and herbicidal activity of 2-cyano-3-substituted-pyridinemethylaminoacrylates.,  51  (17): [PMID:12903965] [10.1021/jf034067s]

Source