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Compound Detail

CHEMBL4558518

GSI-NC
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CC(C)(C)OC(=O)N1CCCC1CNC1CCC(c2cc(F)ccc2F)(S(=O)(=O)c2ccc(Cl)cc2)CC1

Basic Information

ChEMBL ID CHEMBL4558518
Name GSI-NC
Phase Preclinical
Structure Type MOL
InChI Key TTWGDSSADVBNQY-UHFFFAOYSA-N
20
Targets
59
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

569.1
MW (Da)
6.22
ALogP
5
HBA
1
HBD
75.7
PSA (Ų)
0.45
QED
2
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C28H35ClF2N2O4S
MW 569.11
Aromatic Rings 2
Heavy Atoms 38
NP-Likeness -0.98

Activity Summary

Ki 57 meas. best 7.68
IC50 2 meas. best 5.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 2B
CHEMBL1833
Ki 7.68 7.6767 21.0 3
Sigma non-opioid intracellular receptor 1
CHEMBL287
Ki 6.65 6.65 223.0 3
Alpha-2A adrenergic receptor
CHEMBL1867
Ki 6.63 6.6233 234.4 3
5-hydroxytryptamine receptor 1D
CHEMBL1983
Ki 6.63 6.63 234.0 3
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 6.32 6.32 478.0 3
5-hydroxytryptamine receptor 2C
CHEMBL225
Ki 6.29 6.29 512.9 3
Alpha-2C adrenergic receptor
CHEMBL1916
Ki 6.18 6.18 653.0 3
D(3) dopamine receptor
CHEMBL234
Ki 6.15 6.15 708.0 3
5-hydroxytryptamine receptor 7
CHEMBL3155
Ki 6.08 6.0767 826.0 3
Alpha-2B adrenergic receptor
CHEMBL1942
Ki 6.06 6.06 871.0 3
5-hydroxytryptamine receptor 1B
CHEMBL1898
Ki 6.02 6.0133 946.0 3
Sigma intracellular receptor 2
CHEMBL4105907
Ki 6.02 6.02 955.0 3
D(2) dopamine receptor
CHEMBL217
Ki 5.91 5.9067 1219.0 3
Presenilin-1
CHEMBL2473
IC50 5.8 5.8 1600.0 1
Amyloid-beta precursor protein
CHEMBL2487
IC50 5.8 5.8 1600.0 1
Sodium-dependent noradrenaline transporter
CHEMBL222
Ki 5.62 5.6133 2427.0 3
5-hydroxytryptamine receptor 1A
CHEMBL214
Ki 5.56 5.56 2754.2 3
Kappa-type opioid receptor
CHEMBL237
Ki 5.48 5.48 3305.0 7
Histamine H2 receptor
CHEMBL1941
Ki 5.42 5.42 3794.0 3
Sodium-dependent dopamine transporter
CHEMBL238
Ki 5.0 5.0 10000.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 2B Ki = 21.0 nM 7.68 Selectivity interaction (GPCR panel (PDSP screen)) EUB0000741a HTR2B -
5-hydroxytryptamine receptor 2B Ki = 21.0 nM 7.68 GPCRScan assay: inhibition of 5-HT2B -
5-hydroxytryptamine receptor 2B Ki = 21.38 nM 7.67 GPCRScan assay: inhibition of 5-HT2B -
Sigma non-opioid intracellular receptor 1 Ki = 223.0 nM 6.65 Selectivity interaction (GPCR panel (PDSP screen)) EUB0000741a SIGMAR1 -
Sigma non-opioid intracellular receptor 1 Ki = 223.87 nM 6.65 GPCRScan assay: inhibition of Sigma 1 -
Sigma non-opioid intracellular receptor 1 Ki = 223.0 nM 6.65 GPCRScan assay: inhibition of Sigma 1 -
5-hydroxytryptamine receptor 1D Ki = 234.0 nM 6.63 GPCRScan assay: inhibition of 5-HT1D -
5-hydroxytryptamine receptor 1D Ki = 234.0 nM 6.63 Selectivity interaction (GPCR panel (PDSP screen)) EUB0000741a HTR1D -
Alpha-2A adrenergic receptor Ki = 234.42 nM 6.63 GPCRScan assay: inhibition of Alpha2A -
5-hydroxytryptamine receptor 1D Ki = 234.42 nM 6.63 GPCRScan assay: inhibition of 5-HT1D -
Alpha-2A adrenergic receptor Ki = 237.0 nM 6.62 Selectivity interaction (GPCR panel (PDSP screen)) EUB0000741a ADRA2A -
Alpha-2A adrenergic receptor Ki = 237.0 nM 6.62 GPCRScan assay: inhibition of Alpha2A -
5-hydroxytryptamine receptor 2A Ki = 478.0 nM 6.32 Selectivity interaction (GPCR panel (PDSP screen)) EUB0000741a HTR2A -
5-hydroxytryptamine receptor 2A Ki = 478.63 nM 6.32 GPCRScan assay: inhibition of 5-HT2A -
5-hydroxytryptamine receptor 2A Ki = 478.0 nM 6.32 GPCRScan assay: inhibition of 5-HT2A -
5-hydroxytryptamine receptor 2C Ki = 516.0 nM 6.29 GPCRScan assay: inhibition of 5-HT2C -
5-hydroxytryptamine receptor 2C Ki = 516.0 nM 6.29 Selectivity interaction (GPCR panel (PDSP screen)) EUB0000741a HTR2C -
5-hydroxytryptamine receptor 2C Ki = 512.86 nM 6.29 GPCRScan assay: inhibition of 5-HT2C -
Alpha-2C adrenergic receptor Ki = 660.69 nM 6.18 GPCRScan assay: inhibition of Alpha2C -
Alpha-2C adrenergic receptor Ki = 653.0 nM 6.18 Selectivity interaction (GPCR panel (PDSP screen)) EUB0000741a ADRA2C -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5724558 Colon cancer organoid 12
- 10.6019/CHEMBL5674860 Colon cancer organoid 12
- 10.6019/CHEMBL4689842 U2OS 10
- 10.6019/CHEMBL4689842 HEK-293T 10
- 10.6019/CHEMBL4507288 Kappa-type opioid receptor 9
- 10.6019/CHEMBL4689842 Fibroblast 9
- 10.6019/CHEMBL5608141 Colon cancer organoid 6
- 10.1158/2159-8290.CD-23-0050 Colon cancer organoid 5
- 10.6019/CHEMBL4507288 Histamine H2 receptor 3
- 10.6019/CHEMBL4507288 5-hydroxytryptamine receptor 1B 3
- 10.6019/CHEMBL4507288 D(3) dopamine receptor 3
- 10.6019/CHEMBL4507288 Sigma non-opioid intracellular receptor 1 3
- 10.6019/CHEMBL4507288 Alpha-2B adrenergic receptor 3
- 10.6019/CHEMBL4507288 Alpha-2A adrenergic receptor 3
- 10.6019/CHEMBL4507288 Sodium-dependent noradrenaline transporter 3
- 10.6019/CHEMBL4507288 5-hydroxytryptamine receptor 2B 3
- 10.6019/CHEMBL4507288 5-hydroxytryptamine receptor 2A 3
- 10.6019/CHEMBL4507288 Sigma intracellular receptor 2 3
- 10.6019/CHEMBL4507288 5-hydroxytryptamine receptor 7 3
- 10.6019/CHEMBL4507288 5-hydroxytryptamine receptor 2C 3

Data from ChEMBL 36 via Core Engine