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(E)-11-(Propargyloxyimino)strychnine ID: ALA4103909
PubChem CID: 137657339
Max Phase: Preclinical
Molecular Formula: C24H23N3O3
Molecular Weight: 401.47
Molecule Type: Small molecule
Associated Items:
Names and Identifiers Canonical SMILES: C#CCO/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/C24H23N3O3/c1-2-10-30-25-20-21-19-15-12-18-24(8-9-26(18)13-14(15)7-11-29-21)16-5-3-4-6-17(16)27(22(19)24)23(20)28/h1,3-7,15,18-19,21-22H,8-13H2/b25-20+/t15-,18-,19-,21+,22-,24+/m0/s1
Standard InChI Key: RETKEJUHMKGUFW-FFQJLOJNSA-N
Molfile:
RDKit 2D
35 41 0 0 0 0 0 0 0 0999 V2000
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4.3436 -20.1193 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
4.8178 -20.8453 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
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6.1743 -17.1940 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
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4.1025 -17.1321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.4714 -21.5855 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
5.2086 -20.1491 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
5.0270 -18.7417 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
6.6366 -18.9935 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
6.4013 -19.5507 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
6.4880 -20.8054 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
6.1053 -21.5158 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
6.9223 -21.4989 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
7.3454 -22.1980 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
8.1624 -22.1812 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
8.9765 -22.1645 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1 2 2 0
2 6 1 0
5 3 1 0
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5 6 2 0
6 12 1 0
7 5 1 0
7 11 1 0
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11 16 1 0
16 8 1 0
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18 17 1 0
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20 21 1 0
21 19 1 0
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13 25 2 0
11 26 1 1
10 27 1 6
8 28 1 6
16 29 1 6
15 30 1 6
14 31 2 0
31 32 1 0
32 33 1 0
33 34 1 0
34 35 3 0
M END Associated Targets(Human) Molecule Features Natural Product: NoOral: NoChemical Probe: NoParenteral: NoMolecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: NoChirality: NoAvailability: NoProdrug: No
Drug Indications MESH ID MESH Heading EFO IDs EFO Terms Max Phase for Indication References
Mechanisms of Action Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References
Calculated Properties Molecular Weight: 401.47Molecular Weight (Monoisotopic): 401.1739AlogP: 1.71#Rotatable Bonds: 2Polar Surface Area: 54.37Molecular Species: BASEHBA: 5HBD: ┄#RO5 Violations: ┄HBA (Lipinski): 6HBD (Lipinski): ┄#RO5 Violations (Lipinski): ┄CX Acidic pKa: ┄CX Basic pKa: 9.30CX LogP: 1.75CX LogD: -0.14Aromatic Rings: 1Heavy Atoms: 30QED Weighted: 0.33Np Likeness Score: 2.02
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 ]