Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL277642

HIMBACINE
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
C[C@@H]1OC(=O)[C@H]2C[C@H]3CCCC[C@@H]3[C@@H](/C=C/[C@H]3CCC[C@H](C)N3C)[C@@H]12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL277642
Name HIMBACINE
Phase Preclinical
Structure Type MOL
InChI Key FMPNFDSPHNUFOS-LPJDIUFZSA-N
12
Targets
38
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

345.5
MW (Da)
4.42
ALogP
3
HBA
0
HBD
29.5
PSA (Ų)
0.55
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 C22H35NO2
MW 345.53
Aromatic Rings 0
Heavy Atoms 25
NP-Likeness 1.29

Activity Summary

Ki 21 meas. best 8.35
Kd 11 meas. best 8.52
IC50 6 meas. best 7.76

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Muscarinic acetylcholine receptor M2
CHEMBL309
 Kd 8.52 8.212 3.0 5
Muscarinic acetylcholine receptor M1
CHEMBL216
 Ki 8.35 7.282 4.5 5
Muscarinic acetylcholine receptor M2
CHEMBL211
 Ki 8.35 8.0 4.5 5
Muscarinic acetylcholine receptor M4
CHEMBL317
 Kd 8.27 8.27 5.4 1
Rattus norvegicus
CHEMBL376
 Kd 8.07 8.07 8.5 1
Muscarinic acetylcholine receptor M4
CHEMBL1821
 Ki 8.06 7.9933 8.7 3
Muscarinic acetylcholine receptor M2
CHEMBL309
 Ki 8.0 7.95 10.0 2
Muscarinic acetylcholine receptor M4
CHEMBL4572
 Kd 7.95 7.95 11.3 1
Muscarinic acetylcholine receptor M2
CHEMBL211
 IC50 7.76 7.76 17.5 1
Muscarinic acetylcholine receptor M1
CHEMBL276
 Ki 7.2 7.15 63.1 2
Muscarinic acetylcholine receptor M3
CHEMBL245
 Ki 7.03 7.0133 93.3 3
Muscarinic acetylcholine receptor M4
CHEMBL1821
 IC50 6.94 6.94 114.4 1
Muscarinic acetylcholine receptor M1
CHEMBL216
 Kd 6.83 6.805 148.0 2
Muscarinic acetylcholine receptor M1 and M3
CHEMBL2111418
 Kd 6.76 6.76 175.0 1
Muscarinic acetylcholine receptor M3
CHEMBL245
 IC50 6.48 6.48 333.6 1
Muscarinic acetylcholine receptor M5
CHEMBL2035
 Ki 6.31 6.31 489.8 1
Muscarinic acetylcholine receptor M1
CHEMBL216
 IC50 6.26 6.26 548.2 1
Muscarinic acetylcholine receptor M5
CHEMBL2035
 IC50 5.99 5.99 1016.0 1
Acetylcholinesterase
CHEMBL4078
 IC50 4.64 4.64 22720.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Muscarinic acetylcholine receptor M2 Kd = 3.0 nM 8.52 Dissociation constant for the blocking of cardiac muscarinic M2 receptor was rep... -
Muscarinic acetylcholine receptor M2 Ki = 4.5 nM 8.35 In vitro inhibitory activity against cloned human M2 muscarinic receptor 15225708
Muscarinic acetylcholine receptor M1 Ki = 4.5 nM 8.35 Binding affinity towards human muscarinic M1 receptor in CHO-KI cells using [3H]... 10206558
Muscarinic acetylcholine receptor M2 Kd = 4.6 nM 8.34 Dissociation constant for the blocking of brainstem muscarinic M2 receptor was r... -
Muscarinic acetylcholine receptor M2 Ki = 4.677 nM 8.33 Binding affinity against human muscarine receptor (hM2) cloned in CHO cells 12113806
Muscarinic acetylcholine receptor M4 Kd = 5.4 nM 8.27 Potency assessed to inhibit cAMP levels in rat striatum, for blocking oxotremori... -
Muscarinic acetylcholine receptor M2 Kd = 6.9 nM 8.16 Dissociation constant for the blocking of heart muscarinic M2 receptor was repor... -
Rattus norvegicus Kd = 8.5 nM 8.07 Ability to reverse oxotremorine-M mediated inhibition of evoked acetylcholine re... -
Muscarinic acetylcholine receptor M4 Ki = 8.71 nM 8.06 Binding affinity against human muscarine receptor (hM4) cloned in CHO cells 12113806
Muscarinic acetylcholine receptor M2 Kd = 9.05 nM 8.04 Displacement of [3H]QNB from rat brain stem muscarinic receptor 2 (M2) -
Muscarinic acetylcholine receptor M2 Kd = 10.0 nM 8.0 Binding affinity against M2 receptor in rat brainstem cells using radioligand [3... -
Muscarinic acetylcholine receptor M2 Ki = 10.0 nM 8.0 Binding affinity against the muscarinic M2 (brainstem) subtype was evaluated usi... 12270166
Muscarinic acetylcholine receptor M2 Ki = 10.0 nM 8.0 Binding affinity against human muscarine receptor (hM2) cloned in CHO cells 12113806
Muscarinic acetylcholine receptor M2 Ki = 10.0 nM 8.0 Affinity for Muscarinic acetylcholine receptor M2 expressed in CHO cells by [3H]... 11354386
Muscarinic acetylcholine receptor M4 Ki = 10.96 nM 7.96 Affinity for Muscarinic acetylcholine receptor M4 expressed in CHO cells by [3H]... 11354386
Muscarinic acetylcholine receptor M4 Ki = 10.96 nM 7.96 Binding affinity against human muscarine receptor (hM4) cloned in CHO cells 12113806
Muscarinic acetylcholine receptor M4 Kd = 11.3 nM 7.95 Potency assessed to inhibit cAMP levels in N1E-115 neuroblastoma cells, for bloc... -
Muscarinic acetylcholine receptor M2 Ki = 12.59 nM 7.9 The compound was tested in vitro for binding activity against M2 muscarinic rece... 12392730
Muscarinic acetylcholine receptor M2 IC50 = 17.5 nM 7.76 Evaluated for its binding affinity at human muscarinic receptor m2 by displaceme... 9873472
Muscarinic acetylcholine receptor M2 Ki = 48.4 nM 7.32 Binding affinity towards human muscarinic M2 receptor in CHO-KI cells using [3H]... 10206558

Literature References

PubMed DOI Target Context # Activities
23062825 10.1016/j.bmc.2012.09.040 Cholinesterase 4
- 10.1016/S0960-894X(00)80534-X Muscarinic acetylcholine receptor M2 3
12113806 10.1016/s0960-894x(02)00315-3 Muscarinic acetylcholine receptor M3 2
12113806 10.1016/s0960-894x(02)00315-3 Muscarinic acetylcholine receptor M2 2
12113806 10.1016/s0960-894x(02)00315-3 Muscarinic acetylcholine receptor M1 2
12113806 10.1016/s0960-894x(02)00315-3 Muscarinic acetylcholine receptor M4 2
23062825 10.1016/j.bmc.2012.09.040 Acetylcholinesterase 2
- 10.1016/S0960-894X(00)80534-X Muscarinic acetylcholine receptor M4 2
- 10.1016/S0960-894X(00)80534-X Rattus norvegicus 1
11354386 10.1016/s0960-894x(01)00186-x Muscarinic acetylcholine receptor M2 1
11354386 10.1016/s0960-894x(01)00186-x Muscarinic acetylcholine receptor M1 1
10206558 10.1016/s0960-894x(99)00101-8 Muscarinic acetylcholine receptor M2 1
10206558 10.1016/s0960-894x(99)00101-8 Muscarinic acetylcholine receptor M1 1
9873472 10.1016/s0960-894x(98)00351-5 Muscarinic acetylcholine receptor M1 1
- 10.1016/S0960-894X(00)80534-X Muscarinic acetylcholine receptor M1 and M3 1
- 10.1016/S0960-894X(00)80325-X Muscarinic acetylcholine receptor M2 1
- 10.1016/S0960-894X(00)80325-X Muscarinic acetylcholine receptor M1 1
9873472 10.1016/s0960-894x(98)00351-5 Muscarinic acetylcholine receptor M5 1
9873472 10.1016/s0960-894x(98)00351-5 Muscarinic acetylcholine receptor M4 1
9873472 10.1016/s0960-894x(98)00351-5 Muscarinic acetylcholine receptor M3 1

Data from ChEMBL 36 via Core Engine