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Compound Detail

CHEMBL227934

STRYCHNINE
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O=C1C[C@@H]2OCC=C3CN4CC[C@]56c7ccccc7N1[C@H]5[C@H]2[C@H]3C[C@H]46

Basic Information

ChEMBL ID CHEMBL227934
Name STRYCHNINE
Phase Preclinical
Structure Type MOL
InChI Key QMGVPVSNSZLJIA-FVWCLLPLSA-N

Known Names

NSC-5365 Strychnidin-10-one Strychnine Strychninum
8
Targets
34
Activities
3
Assay Types
0
PK Parameters
20
Publications
4
Known Names

Molecular Properties

334.4
MW (Da)
2.09
ALogP
3
HBA
0
HBD
32.8
PSA (Ų)
0.68
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product

Extended Properties

Molecular Formula C21H22N2O2
MW 334.42
Aromatic Rings 1
Heavy Atoms 25
NP-Likeness 3.05

Activity Summary

IC50 26 meas. best 8.08
Ki 5 meas. best 8.33
EC50 3 meas. best 6.16

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Glycine receptor
CHEMBL3392921
Ki 8.33 8.33 4.7 1
Glycine receptor subunit alpha-1
CHEMBL5845
Ki 8.3 7.6167 5.0 3
Glycine receptor
CHEMBL3392921
IC50 8.08 8.08 8.3 1
Glycine receptor subunit alpha-1
CHEMBL3246
Ki 7.92 7.92 12.0 1
Unchecked
CHEMBL612545
IC50 7.85 7.8333 14.0 3
Glycine receptor subunit alpha-1
CHEMBL5845
IC50 7.57 7.06 27.0 11
Glycine receptor (alpha-1/beta)
CHEMBL2363052
IC50 7.24 6.7056 58.0 9
Taste receptor type 2 member 46
CHEMBL4523253
EC50 6.16 6.16 690.0 1
Taste receptor type 2 member 10
CHEMBL3559704
EC50 5.3 4.85 5000.0 2
Sodium channel alpha subunits; brain (Types I, II, III)
CHEMBL2096682
IC50 4.68 4.68 21000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Glycine receptor Ki = 4.689 nM 8.33 DRUGMATRIX: Glycine, Strychnine-Sensitive radioligand binding (ligand: [3H] Stry... -
Glycine receptor subunit alpha-1 Ki = 5.0 nM 8.3 Displacement of [3H]strychnine from human glycine receptor subunit alpha-1 expre... 33596384
Glycine receptor IC50 = 8.295 nM 8.08 DRUGMATRIX: Glycine, Strychnine-Sensitive radioligand binding (ligand: [3H] Stry... -
Glycine receptor subunit alpha-1 Ki = 12.0 nM 7.92 Displacement of [3H]strychnine from glycine receptor alpha 1 in rat brain synapt... 27966945
Unchecked IC50 = 14.0 nM 7.85 Displacement of [3H]strychnine from strychnine-sensitive glycine receptor in rat... 16942030
Unchecked IC50 = 14.0 nM 7.85 Displacement of [3H]strychnine from glycine receptor in rat spinal cord synaptos... 17411024
Unchecked IC50 = 16.0 nM 7.8 Inhibition of rat glycine receptor 20875743
Glycine receptor subunit alpha-1 Ki = 23.0 nM 7.64 Displacement of [3H]strychnine from recombinant human glycine receptor alpha 1 e... 27966945
Glycine receptor subunit alpha-1 IC50 = 27.0 nM 7.57 Antagonist activity at human glycine receptor subunit alpha-1 assessed as inhibi... 33596384
Glycine receptor subunit alpha-1 IC50 = 50.0 nM 7.3 Antagonist activity at human glycine receptor subunit alpha-1 expressed in HEK29... 33596384
Glycine receptor subunit alpha-1 IC50 = 51.0 nM 7.29 Antagonist activity at recombinant human glycine receptor alpha 1 expressed in H... 27966945
Glycine receptor subunit alpha-1 IC50 = 51.0 nM 7.29 Antagonist activity at human glycine receptor subunit alpha-1 expressed in HEK29... 31385511
Glycine receptor (alpha-1/beta) IC50 = 58.0 nM 7.24 Antagonist activity at recombinant human glycine receptor alpha 1 beta expressed... 27966945
Glycine receptor (alpha-1/beta) IC50 = 58.0 nM 7.24 Antagonist activity at human glycine receptor subunit alpha-1beta expressed in H... 31385511
Glycine receptor (alpha-1/beta) IC50 = 60.0 nM 7.22 Antagonist activity at human glycine receptor subunit alpha-1beta expressed in H... 33596384
Glycine receptor subunit alpha-1 IC50 = 93.33 nM 7.03 Antagonist activity at recombinant human glycine receptor alpha 1 expressed in h... 27966945
Glycine receptor subunit alpha-1 IC50 = 93.0 nM 7.03 Antagonist activity at recombinant human glycine receptor alpha 1 expressed in h... 27966945
Glycine receptor subunit alpha-1 Ki = 123.0 nM 6.91 Displacement of [3H]strychnine from human glycine receptor subunit alpha-1 expre... 31385511
Glycine receptor subunit alpha-1 IC50 = 134.0 nM 6.87 Antagonist activity at human glycine receptor subunit alpha-1 assessed as inhibi... 33596384
Glycine receptor subunit alpha-1 IC50 = 150.0 nM 6.82 Antagonist activity at human glycine receptor subunit alpha-1 expressed in human... 33596384

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5303304 Fibroblast 7
- 10.6019/CHEMBL5303304 U2OS 7
33596384 10.1021/acs.jnatprod.0c01030 Glycine receptor subunit alpha-1 6
27966945 10.1021/acs.jnatprod.6b00479 Glycine receptor subunit alpha-1 5
9986715 10.1021/jm970799y Muscarinic acetylcholine receptor M1 4
9986715 10.1021/jm970799y Muscarinic acetylcholine receptor M2 4
9986715 10.1021/jm970799y Muscarinic acetylcholine receptor M3 4
9986715 10.1021/jm970799y Muscarinic acetylcholine receptor M4 4
31385511 10.1021/acs.jnatprod.9b00180 Glycine receptor subunit alpha-1 4
- 10.6019/CHEMBL5303304 HEK-293T 4
27966945 10.1021/acs.jnatprod.6b00479 Glycine receptor (alpha-1/beta) 3
19397318 10.1021/jm9003945 No relevant target 3
31385511 10.1021/acs.jnatprod.9b00180 Glycine receptor (alpha-1/beta) 3
33596384 10.1021/acs.jnatprod.0c01030 Glycine receptor (alpha-1/beta) 3
6195312 10.1021/np50028a027 CHO 2
7265121 10.1021/jm00135a020 Mus musculus 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
2579237 10.1021/jm00381a019 Sodium channel alpha subunits; brain (Types I, II, III) 2
- 10.6019/CHEMBL5665443 Uracil-DNA glycosylase 1
20356304 10.1021/jm901688m Mus musculus 1

Data from ChEMBL 36 via Core Engine