(E)-11-[(Methoxycarbonylmethyl)oxyimino]strychnine

ID: ALA4096505

PubChem CID: 137654599

Max Phase: Preclinical

Molecular Formula: C24H25N3O5

Molecular Weight: 435.48

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  COC(=O)CO/N=C1/C(=O)N2c3ccccc3[C@@]34CCN5CC6=CCO[C@@H]1[C@@H]([C@H]23)[C@H]6C[C@H]54

Standard InChI:  InChI=1S/C24H25N3O5/c1-30-18(28)12-32-25-20-21-19-14-10-17-24(7-8-26(17)11-13(14)6-9-31-21)15-4-2-3-5-16(15)27(22(19)24)23(20)29/h2-6,14,17,19,21-22H,7-12H2,1H3/b25-20+/t14-,17-,19-,21+,22-,24+/m0/s1

Standard InChI Key:  ZKLHAXAVCMWFHX-YFEIEMJMSA-N

Molfile:  

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M  END

Alternative Forms

  1. Parent:

    ALA4096505

    ---

Associated Targets(Human)

GLRA1 Tclin Glycine receptor (alpha-1/beta) (119 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GLRA1 Tclin Glycine receptor subunit alpha-1 (392 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: 435.48Molecular Weight (Monoisotopic): 435.1794AlogP: 1.25#Rotatable Bonds: 3
Polar Surface Area: 80.67Molecular Species: BASEHBA: 7HBD:
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 9.30CX LogP: 1.14CX LogD: -0.75
Aromatic Rings: 1Heavy Atoms: 32QED Weighted: 0.40Np Likeness Score: 1.92

References

1. Mohsen AM, Mandour YM, Sarukhanyan E, Breitinger U, Villmann C, Banoub MM, Breitinger HG, Dandekar T, Holzgrabe U, Sotriffer C, Jensen AA, Zlotos DP..  (2016)  Oxime Ethers of (E)-11-Isonitrosostrychnine as Highly Potent Glycine Receptor Antagonists.,  79  (12): [PMID:27966945] [10.1021/acs.jnatprod.6b00479]

Source