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Compound Detail

CHEMBL12587

MUSCARINE
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C[C@@H]1O[C@H](C[N+](C)(C)C)C[C@H]1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL12587
Name MUSCARINE
Phase Preclinical
Structure Type MOL
InChI Key UQOFGTXDASPNLL-XHNCKOQMSA-N

Known Names

L-(+)-muscarine
10
Targets
36
Activities
4
Assay Types
0
PK Parameters
20
Publications
1
Known Names

Molecular Properties

174.3
MW (Da)
0.23
ALogP
2
HBA
1
HBD
29.5
PSA (Ų)
0.61
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C9H20NO2+
MW 174.26
Aromatic Rings 0
Heavy Atoms 12
NP-Likeness 1.45

Activity Summary

Ki 18 meas. best 8.08
EC50 7 meas. best 7.5
IC50 7 meas. best 7.92
Kd 4 meas. best 5.95

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Muscarinic acetylcholine receptor
CHEMBL1907609
 Ki 8.08 7.0967 8.3 3
Muscarinic acetylcholine receptor
CHEMBL1907609
 IC50 7.92 7.92 12.0 1
Muscarinic acetylcholine receptor M1
CHEMBL276
 Ki 7.92 7.0775 12.0 4
Muscarinic acetylcholine receptor M4
CHEMBL1821
 Ki 7.64 6.0133 23.0 3
Muscarinic acetylcholine receptor M2
CHEMBL211
 Ki 7.6 7.0425 25.0 4
Cavia porcellus
CHEMBL369
 EC50 7.5 7.365 31.6 2
Muscarinic acetylcholine receptor M1
CHEMBL216
 Ki 7.25 5.995 56.0 2
Muscarinic acetylcholine receptor M2
CHEMBL309
 Ki 7.12 7.12 75.0 1
Muscarinic acetylcholine receptor M3
CHEMBL320
 EC50 6.89 6.89 130.0 1
Rattus norvegicus
CHEMBL376
 EC50 6.81 6.6067 154.9 3
Muscarinic acetylcholine receptor M1
CHEMBL276
 EC50 6.66 6.66 219.0 1
Muscarinic acetylcholine receptor M2
CHEMBL211
 IC50 6.35 5.88 449.0 2
Muscarinic acetylcholine receptor M4
CHEMBL317
 IC50 6.33 6.33 470.0 1
Muscarinic acetylcholine receptor M2
CHEMBL309
 IC50 6.31 5.86 490.0 2
Cavia porcellus
CHEMBL369
 Kd 5.95 4.97 1122.0 4
Muscarinic acetylcholine receptor M4
CHEMBL317
 Ki 5.85 5.85 1400.0 1
Muscarinic acetylcholine receptor M1
CHEMBL276
 IC50 5.25 5.25 5680.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Muscarinic acetylcholine receptor Ki = 8.3 nM 8.08 Inhibition of [3H]- oxotremorine-M binding to Muscarinic acetylcholine receptor ... 10891110
Muscarinic acetylcholine receptor IC50 = 12.0 nM 7.92 Ability to displace [3H]cis--2-methyl-5-((dimethylamino)methyl)-1,3-di oxolane f... 1732522
Muscarinic acetylcholine receptor M1 Ki = 12.0 nM 7.92 In vitro 100 nM cortex affinity to displace [3H]- -CD providing a measure of mus... -
Muscarinic acetylcholine receptor Ki = 14.0 nM 7.85 The binding affinity was measured as inhibition of binding of [3H]- oxotremorine... 10891110
Muscarinic acetylcholine receptor M4 Ki = 23.0 nM 7.64 Inhibition of [3H]- oxotremorine-M binding to human Muscarinic acetylcholine rec... 10891110
Muscarinic acetylcholine receptor M2 Ki = 25.0 nM 7.6 Inhibition of [3H]- quinuclidinyl benzilate binding to human Muscarinic acetylch... 10891110
Muscarinic acetylcholine receptor M1 Ki = 27.0 nM 7.57 Affinity versus [3H]oxotremorine M (agonist) binding to Muscarinic acetylcholine... 9622546
Muscarinic acetylcholine receptor M1 Ki = 27.0 nM 7.57 Inhibition of binding of [3H]oxotremorine M to Muscarinic acetylcholine receptor... 9622546
Cavia porcellus EC50 = 31.62 nM 7.5 Muscarinic potency was measured in guinea pig ileum 1732547
Muscarinic acetylcholine receptor M1 Ki = 56.0 nM 7.25 Inhibition of [3H]- oxotremorine-M binding to human Muscarinic acetylcholine rec... 10891110
Cavia porcellus EC50 = 58.88 nM 7.23 Muscarinic potency was measured in guinea pig atria 1732547
Muscarinic acetylcholine receptor M2 Ki = 72.0 nM 7.14 Inhibition of [3H]- oxotremorine-M binding to human Muscarinic acetylcholine rec... 10891110
Muscarinic acetylcholine receptor M2 Ki = 75.0 nM 7.12 Inhibition of binding of [3H]quinuclidinyl benzilate to muscarinic receptors in ... 9622546
Muscarinic acetylcholine receptor M2 Ki = 75.0 nM 7.12 Inhibition of binding of [3H]quinuclidinyl benzilate to Muscarinic acetylcholine... 9622546
Muscarinic acetylcholine receptor M3 EC50 = 130.0 nM 6.89 Inhibitory activity against stimulation of [3H]inositol monophosphate accumulati... 9622546
Rattus norvegicus EC50 = 154.88 nM 6.81 Muscarinic potency was measured in rat jejunum 1732547
Rattus norvegicus EC50 = 169.82 nM 6.77 Determined for potency (muscarinic agonistic activity) expressed in superior cer... 3585909
Muscarinic acetylcholine receptor M1 EC50 = 219.0 nM 6.66 Inhibitory activity against stimulation of [3H]inositol monophosphate accumulati... 9622546
Muscarinic acetylcholine receptor M2 IC50 = 449.0 nM 6.35 Inhibitory activity against [3H]quinuclidinyl Benzilate binding to Muscarinic ac... 9622546
Muscarinic acetylcholine receptor M4 IC50 = 470.0 nM 6.33 Inhibitory activity against [3H]-cyclic AMP accumulation in CHO transfected cell... 9622546

Literature References

PubMed DOI Target Context # Activities
1507199 10.1021/jm00095a003 Muscarinic acetylcholine receptor M3 10
1507199 10.1021/jm00095a003 Muscarinic acetylcholine receptor M2 10
9622546 10.1021/jm9705115 Muscarinic acetylcholine receptor M1 8
9089331 10.1021/jm960742w Muscarinic acetylcholine receptor M2 6
9089331 10.1021/jm960742w Muscarinic acetylcholine receptor M3 6
- 10.1016/S0960-894X(00)80537-5 Muscarinic acetylcholine receptor M1 6
9622546 10.1021/jm9705115 Muscarinic acetylcholine receptor M2 6
10891110 10.1021/jm9904001 Muscarinic acetylcholine receptor 5
1732522 10.1021/jm00079a002 Muscarinic acetylcholine receptor M1 4
9089331 10.1021/jm960742w Cavia porcellus 4
9622546 10.1021/jm9705115 Muscarinic acetylcholine receptor M4 4
3746812 10.1021/jm00159a009 Unchecked 4
1732522 10.1021/jm00079a002 Muscarinic acetylcholine receptor 3
3656366 10.1021/jm00393a042 Unchecked 3
1732547 10.1021/jm00080a015 Rattus norvegicus 2
1732547 10.1021/jm00080a015 Cavia porcellus 2
10891110 10.1021/jm9904001 Muscarinic acetylcholine receptor M4 2
3585909 10.1021/jm00389a003 Rattus norvegicus 2
10891110 10.1021/jm9904001 Muscarinic acetylcholine receptor M2 2
10891110 10.1021/jm9904001 Muscarinic acetylcholine receptor M1 2

Data from ChEMBL 36 via Core Engine