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Compound Detail

CHEMBL2024096

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OCCCCC#Cc1cncc(OC[C@@H]2CCN2)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2024096
Phase Preclinical
Structure Type MOL
InChI Key WONBUILDJNKYCB-AWEZNQCLSA-N
14
Targets
51
Activities
3
Assay Types
3
PK Parameters
20
Publications
0
Known Names

Molecular Properties

260.3
MW (Da)
1.34
ALogP
4
HBA
2
HBD
54.4
PSA (Ų)
0.60
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C15H20N2O2
MW 260.34
Aromatic Rings 1
Heavy Atoms 19
NP-Likeness 0.25

Activity Summary

Ki 33 meas. best 10.21
EC50 10 meas. best 9.57
IC50 8 meas. best 8.32

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 Ki 10.21 8.475 0.1 6
Neuronal acetylcholine receptor; alpha4/beta2
CHEMBL1907589
 Ki 10.21 10.21 0.1 2
Neuronal acetylcholine receptor; alpha4/beta2
CHEMBL1907596
 Ki 10.21 9.515 0.1 4
Neuronal acetylcholine receptor; alpha2/beta2
CHEMBL2109236
 Ki 10.06 10.06 0.1 1
Neuronal acetylcholine receptor; alpha2/beta2
CHEMBL1907592
 Ki 10.06 10.06 0.1 2
Neuronal acetylcholine receptor; alpha4/beta2
CHEMBL1907589
 EC50 9.57 8.1517 0.3 6
Neuronal acetylcholine receptor; alpha3/beta2
CHEMBL2109234
 Ki 9.42 9.42 0.4 1
Neuronal acetylcholine receptor; alpha3/beta2
CHEMBL1907587
 Ki 9.42 9.42 0.4 2
Neuronal acetylcholine receptor; alpha4/beta2
CHEMBL1907589
 IC50 8.32 8.1 4.8 6
Unchecked
CHEMBL612545
 IC50 8.12 8.02 7.5 2
Unchecked
CHEMBL612545
 EC50 7.62 6.12 24.0 2
Neuronal acetylcholine receptor; alpha4/beta4
CHEMBL1907591
 Ki 7.28 7.28 52.0 1
Neuronal acetylcholine receptor; alpha4/beta4
CHEMBL1907595
 Ki 7.28 7.28 52.0 2
Neuronal acetylcholine receptor; alpha2/beta4
CHEMBL1907590
 Ki 6.68 6.68 210.0 2
Neuronal acetylcholine receptor; alpha2/beta4
CHEMBL2109230
 Ki 6.68 6.68 210.0 1
Neuronal acetylcholine receptor subunit alpha-7
CHEMBL4980
 Ki 6.17 6.0775 670.0 4
Neuronal acetylcholine receptor; alpha3/beta4
CHEMBL1907593
 Ki 6.0 5.61 1000.0 4
Neuronal acetylcholine receptor; alpha3/beta4
CHEMBL1907594
 Ki 5.72 5.72 1900.0 1
Neuronal acetylcholine receptor; alpha3/beta4
CHEMBL1907594
 EC50 4.62 4.62 24000.0 1
Neuronal acetylcholine receptor; alpha3/beta4
CHEMBL1907593
 EC50 4.52 4.52 30000.0 1

Pharmacokinetic Data

Parameter Value Units Species
Fu 0.598 - Rattus norvegicus
Fu 0.751 - Rattus norvegicus
T1/2 8.0 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 0.062 nM 10.21 Displacement of [3H]epibatidine from human alpha4beta2 nAChR after 4 hrs by cell... 24047231
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 0.062 nM 10.21 Displacement of [3H]-Epibatidine from rat alpha4beta2 nACHR expressed in HEK293 ... 23540678
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 0.062 nM 10.21 [3H]-Epibatidine Radioligand Binding Assay: Briefly, cultured cells at >80% conf... -
Unchecked Ki = 0.062 nM 10.21 [3H]-Epibatidine Radioligand Binding Assay: Briefly, cultured cells at >80% conf... -
Neuronal acetylcholine receptor; alpha2/beta2 Ki = 0.087 nM 10.06 Displacement of [3H]-Epibatidine from rat alpha2beta2 nACHR expressed in HEK293 ... 23540678
Neuronal acetylcholine receptor; alpha2/beta2 Ki = 0.087 nM 10.06 Displacement of [3H]epibatidine from rat alpha2beta2 nAChR expressed in HEK293 c... 24047231
Neuronal acetylcholine receptor; alpha2/beta2 Ki = 0.087 nM 10.06 [3H]-Epibatidine Radioligand Binding Assay: Briefly, cultured cells at >80% conf... -
Unchecked Ki = 0.17 nM 9.77 Displacement of [3H]epibatidine from nAChR in rat forebrain 24047231
Neuronal acetylcholine receptor; alpha4/beta2 EC50 = 0.27 nM 9.57 Agonist activity at human alpha4beta2 nAChR expressed in rat GH4C1 cells assesse... 26225816
Neuronal acetylcholine receptor; alpha3/beta2 Ki = 0.38 nM 9.42 Displacement of [3H]-Epibatidine from rat alpha3beta2 nACHR expressed in HEK293 ... 23540678
Unchecked Ki = 0.38 nM 9.42 [3H]-Epibatidine Radioligand Binding Assay: Briefly, cultured cells at >80% conf... -
Neuronal acetylcholine receptor; alpha3/beta2 Ki = 0.38 nM 9.42 [3H]-Epibatidine Radioligand Binding Assay: Briefly, cultured cells at >80% conf... -
Neuronal acetylcholine receptor; alpha3/beta2 Ki = 0.38 nM 9.42 Displacement of [3H]epibatidine from rat alpha3beta2 nAChR expressed in HEK293 c... 24047231
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 0.4 nM 9.4 Displacement of [3H] epibatidine from rat alpha4beta2 nAChR expressed in HEK293 ... 22171543
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 0.4 nM 9.4 Displacement of [3H]epibatidine from rat forebrain alpha4beta2 nAChR by competit... 25408831
Unchecked Ki = 0.9 nM 9.05 Displacement of [3H]epibatidine from rat forebrain alpha4beta2* nAChR by competi... 25408831
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 0.9 nM 9.05 Displacement of [3H] epibatidine from rat alpha4beta2* nAChR in rat forebrain by... 22171543
Neuronal acetylcholine receptor; alpha4/beta2 IC50 = 4.8 nM 8.32 Antagonist activity at human alpha4beta2 nAChR expressed in SH-EP1 cells assesse... 22171543
Neuronal acetylcholine receptor; alpha4/beta2 IC50 = 4.8 nM 8.32 Inactivation of human alpha4beta2 nAChR expressed in SH-EP1 cells by [86Rb+] ion... 25408831
Neuronal acetylcholine receptor; alpha4/beta2 EC50 = 5.8 nM 8.24 Agonist activity at human alpha4beta2 nAChR expressed in SH-EP1 cells assessed a... 22171543

Literature References

PubMed DOI Target Context # Activities
22171543 10.1021/jm201157c Neuronal acetylcholine receptor; alpha4/beta2 7
25408831 10.1021/ml500129k Neuronal acetylcholine receptor; alpha4/beta2 5
25408831 10.1021/ml500129k Unchecked 4
24047231 10.1021/jm4008455 Neuronal acetylcholine receptor; alpha4/beta2 4
23540678 10.1021/jm4000374 Neuronal acetylcholine receptor; alpha3/beta4 4
24047231 10.1021/jm4008455 Neuronal acetylcholine receptor; alpha3/beta4 4
23540678 10.1021/jm4000374 Neuronal acetylcholine receptor; alpha4/beta2 4
23540678 10.1021/jm4000374 Unchecked 3
26225816 10.1021/acs.jmedchem.5b00904 Neuronal acetylcholine receptor; alpha4/beta2 3
22171543 10.1021/jm201157c Neuronal acetylcholine receptors; alpha-3/beta-4, alpha-5, beta-2 2
24047231 10.1021/jm4008455 Unchecked 2
25408831 10.1021/ml500129k Acetylcholine receptor; alpha1/beta1/delta/gamma 2
22171543 10.1021/jm201157c Brain 2
22171543 10.1021/jm201157c Acetylcholine receptor; alpha1/beta1/delta/gamma 2
23540678 10.1021/jm4000374 Neuronal acetylcholine receptor; alpha4/beta4 1
23540678 10.1021/jm4000374 Neuronal acetylcholine receptor; alpha3/beta2 1
23540678 10.1021/jm4000374 Neuronal acetylcholine receptor; alpha2/beta2 1
24047231 10.1021/jm4008455 Brain 1
23540678 10.1021/jm4000374 Neuronal acetylcholine receptor subunit alpha-7 1
22171543 10.1021/jm201157c Unchecked 1

Data from ChEMBL 36 via Core Engine