2-ethoxyethyl 2-cyano-3-((3-(4-fluorophenyl)-1,2,4-oxadiazol-5-yl)methylamino)-4-methylpent-2-enoate

ID: ALA2229425

PubChem CID: 42604422

Max Phase: Preclinical

Molecular Formula: C20H23FN4O4

Molecular Weight: 402.43

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  CCOCCOC(=O)/C(C#N)=C(\NCc1nc(-c2ccc(F)cc2)no1)C(C)C

Standard InChI:  InChI=1S/C20H23FN4O4/c1-4-27-9-10-28-20(26)16(11-22)18(13(2)3)23-12-17-24-19(25-29-17)14-5-7-15(21)8-6-14/h5-8,13,23H,4,9-10,12H2,1-3H3/b18-16-

Standard InChI Key:  UTTIXRJDCSKJTQ-VLGSPTGOSA-N

Molfile:  

     RDKit          2D

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   26.3647  -16.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1819  -16.4079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9561  -15.7002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5905  -17.1156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4077  -17.1156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8163  -16.4079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6335  -16.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   26.7752  -18.5300    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7304  -16.4079    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9130  -16.4082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5500  -15.6760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9303  -14.9477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3588  -14.3635    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6266  -14.7265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7457  -15.5350    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8994  -14.3492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   21.1436  -13.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4524  -13.5903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4891  -14.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2127  -14.7861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7279  -13.2123    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.7304  -17.8233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9132  -17.8233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1389  -18.5310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Associated Targets(non-human)

Medicago sativa (511 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Amaranthus retroflexus (1838 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Brassica napus (1186 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Digitaria sanguinalis (1594 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: 402.43Molecular Weight (Monoisotopic): 402.1703AlogP: 2.98#Rotatable Bonds: 10
Polar Surface Area: 110.27Molecular Species: NEUTRALHBA: 8HBD: 1
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: CX LogP: 3.32CX LogD: 3.32
Aromatic Rings: 2Heavy Atoms: 29QED Weighted: 0.28Np Likeness Score: -1.85

References

1. Zhao Q, Liu S, Li Y, Wang Q..  (2009)  Design, synthesis, and biological activities of novel 2-cyanoacrylates containing oxazole, oxadiazole, or quinoline moieties.,  57  (7): [PMID:19271709] [10.1021/jf803632t]

Source