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Compound Detail

CHEMBL14690

CLOBENPROPIT
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N=C(NCc1ccc(Cl)cc1)SCCCc1c[nH]cn1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL14690
Name CLOBENPROPIT
Phase Preclinical
Structure Type MOL
InChI Key UCAIEVHKDLMIFL-UHFFFAOYSA-N
6
Targets
68
Activities
4
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

308.8
MW (Da)
3.45
ALogP
3
HBA
3
HBD
64.6
PSA (Ų)
0.43
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 C14H17ClN4S
MW 308.84
Aromatic Rings 2
Heavy Atoms 20
NP-Likeness -0.88

Activity Summary

Ki 54 meas. best 9.8
Kd 6 meas. best 10.0
IC50 5 meas. best 9.1
EC50 3 meas. best 8.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histamine H3 receptor
CHEMBL264
 Kd 10.0 8.24 0.1 3
Histamine H3 receptor
CHEMBL4124
 Ki 9.8 9.3542 0.2 12
Histamine H3 receptor
CHEMBL5076
 Kd 9.8 9.8 0.2 1
Histamine H3 receptor
CHEMBL264
 Ki 9.6 8.9911 0.3 19
Histamine H3 receptor
CHEMBL3263
 Ki 9.22 9.22 0.6 1
Histamine H3 receptor
CHEMBL264
 IC50 9.1 8.98 0.8 4
Histamine H3 receptor
CHEMBL3263
 IC50 9.0 9.0 1.0 1
Histamine H4 receptor
CHEMBL3759
 Ki 9.0 7.8639 1.0 18
Histamine H3 receptor
CHEMBL3263
 EC50 8.77 8.77 1.7 1
Histamine H4 receptor
CHEMBL3759
 EC50 7.65 7.65 22.4 1
Histamine H4 receptor
CHEMBL3759
 Kd 7.51 7.51 30.9 2
Histamine H4 receptor
CHEMBL5657
 Ki 6.91 6.855 123.0 2
Histamine H4 receptor
CHEMBL5657
 EC50 6.07 6.07 851.1 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histamine H3 receptor Kd = 0.1 nM 10.0 Antagonist activity at human histamine H3 receptor expressed in CHO cells assess... 24140447
Histamine H3 receptor Ki = 0.1585 nM 9.8 Binding affinity against H3 receptor in rat cerebral cortex membranes was evalua... -
Histamine H3 receptor Kd = 0.1585 nM 9.8 Displacement of [3H]Nalpha-methylhistamine from histamine H3 receptors in homoge... 11356102
Histamine H3 receptor Ki = 0.18 nM 9.74 Histamine H3 receptor affinity of compound was determined in rat cortical membra... -
Histamine H3 receptor Ki = 0.18 nM 9.74 Inhibition of [3H]- N-alpha-methylhistamine from histamine H3 receptor 9871722
Histamine H3 receptor Ki = 0.2512 nM 9.6 Displacement of Clobenpropit-BODIPY-630/650 from Nluc-tagged human histamine H3 ... 37974943
Histamine H3 receptor Ki = 0.2512 nM 9.6 Displacement of clobenpropit-BODIPY-630/650 from recombinant human NLuc-fused H3... 32420741
Histamine H3 receptor Ki = 0.2512 nM 9.6 Compound was tested for its ability to displace [3H]Nalpha-methylhistamine from ... 11356102
Histamine H3 receptor Ki = 0.3388 nM 9.47 Displacement of [3H]N-alpha-methylhistamine from human histamine H3 receptor exp... 18433114
Histamine H3 receptor Ki = 0.3388 nM 9.47 Inhibition of UR-DEBa242 binding to human recombinant NLuc/GPCR-fused H3R expres... 32420741
Histamine H3 receptor Ki = 0.3467 nM 9.46 Binding affinity to SP-FLAG tagged human histamine H3 receptor expressed in HEK2... 37974943
Histamine H3 receptor Ki = 0.5012 nM 9.3 Binding affinity in Nluc-hH3R assessed in HEK293 cells by NanoBRET binding assay 34309390
Histamine H3 receptor Ki = 0.5012 nM 9.3 Displacement of [3H]-UR-PI294 from Galphai2/Gbeta1gamma2-coupled human recombina... 32420741
Histamine H3 receptor Ki = 0.58 nM 9.24 Antagonist potency against human histamine H3 receptor expressed in CHO cells wa... 15139761
Histamine H3 receptor Ki = 0.6 nM 9.22 Effect at histamine H3 receptors (in vitro) on synaptosomes of rat cerebral cort... 10052966
Histamine H3 receptor Ki = 0.6 nM 9.22 Effect on histamine H3 receptors in vitro, on synaptosomes of rat cerebral corte... 11052804
Histamine H3 receptor Ki = 0.6 nM 9.22 In vitro Histamine H3 receptor antagonist activity in an assay with K+-evoked de... 9873477
Histamine H3 receptor Ki = 0.6 nM 9.22 In vitro inhibitory activity against Histamine H3 receptor for K+ evoked depolar... 11055360
Histamine H3 receptor Ki = 0.6 nM 9.22 In vitro antagonistic activity against Histamine H3 receptor on Synaptosomes of ... 8676353
Histamine H3 receptor Ki = 0.6 nM 9.22 In vitro antagonist potency at Histamine H3 receptor measured as K+-evoked [3H]h... 9767653

Literature References

PubMed DOI Target Context # Activities
32420741 10.1021/acs.jmedchem.0c00160 Histamine H4 receptor 9
22003888 10.1021/jm201042n Histamine H4 receptor 7
37974943 10.1021/acsmedchemlett.3c00413 Histamine H3 receptor 4
- 10.1016/0960-894X(96)00122-9 Rattus norvegicus 4
32420741 10.1021/acs.jmedchem.0c00160 Histamine H3 receptor 4
31469288 10.1021/acs.jmedchem.9b01342 Histamine H4 receptor 3
35734860 10.1021/acs.jmedchem.2c00125 Histamine H3 receptor 3
35734860 10.1021/acs.jmedchem.2c00125 Histamine H4 receptor 3
11294398 10.1016/s0960-894x(01)00090-7 Histamine H3 receptor 3
19553110 10.1016/j.bmcl.2009.06.025 Histamine H3 receptor 3
12672253 10.1021/jm021084k Histamine H3 receptor 2
10052966 10.1021/jm9804376 Histamine H3 receptor 2
24140447 10.1016/j.bmcl.2013.09.052 Histamine H3 receptor 2
- 10.1007/s00044-004-0012-z Rattus norvegicus 2
- 10.1016/0960-894X(96)00361-7 Histamine H3 receptor 2
8676353 10.1021/jm9507688 Histamine H3 receptor 2
19414267 10.1016/j.bmc.2009.04.007 Histamine H4 receptor 2
- 10.1016/0960-894X(96)00122-9 Histamine H3 receptor 2
10197963 10.1021/jm980408v Histamine H3 receptor 2
11356102 10.1021/jm001109k Histamine H3 receptor 2

Data from ChEMBL 36 via Core Engine