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Compound Detail

CHEMBL3104239

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CC(C)C[C@@H]1NC(=O)[C@H](CCC(=O)O)NC(=O)[C@@H]2CCCN2C(=O)[C@H](Cc2cnc[nH]2)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CO)NC(=O)[C@@H]2CSSC[C@H](NC(=O)CN)C(=O)N[C@@H](CSSC[C@@H](C(N)=O)NC1=O)C(=O)N[C@@H](CO)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](C)C(=O)N2

Basic Information

ChEMBL ID CHEMBL3104239
Phase Preclinical
Structure Type BOTH
InChI Key VVDRDHLUVVGURR-LWMCYQQMSA-N
9
Targets
21
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

1651.9
MW (Da)

Drug Information

Molecule Type Protein
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C65H98N22O21S4
MW 1651.90

Activity Summary

IC50 21 meas. best 8.17

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Nicotinic acetylcholine receptor alpha6/alpha3/beta4
CHEMBL3137285
IC50 8.17 8.17 6.8 1
Nicotinic acetylcholine receptor alpha9/alpha10
CHEMBL3038462
IC50 8.16 7.9467 6.9 3
Neuronal acetylcholine receptor; alpha3/beta2
CHEMBL1907587
IC50 8.01 7.7867 9.7 3
Nicotinic acetylcholine receptor alpha6/alpha3/beta2/beta3
CHEMBL3137275
IC50 7.96 7.83 11.1 2
Neuronal acetylcholine receptor; alpha9/alpha10
CHEMBL2109238
IC50 7.66 7.66 21.9 1
Nicotinic acetylcholine receptor alpha6/alpha3/beta4
CHEMBL3137276
IC50 6.89 6.86 130.0 2
Neuronal acetylcholine receptor subunit alpha-6/beta-4
CHEMBL4523607
IC50 6.89 6.77 130.0 2
Neuronal acetylcholine receptor; alpha3/beta4
CHEMBL1907593
IC50 6.32 5.94 480.0 4
Neuronal acetylcholine receptor subunit alpha-7
CHEMBL4980
IC50 5.75 5.75 1800.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Nicotinic acetylcholine receptor alpha6/alpha3/beta4 IC50 = 6.75 nM 8.17 Inhibition of human alpha6/alpha3beta4 nAChR expressed in Xenopus laevis oocytes... 33523678
Nicotinic acetylcholine receptor alpha9/alpha10 IC50 = 6.9 nM 8.16 Inhibition of recombinant rat alpha9alpha10 nAChR expressed in Xenopus laevis oo... 24200193
Nicotinic acetylcholine receptor alpha9/alpha10 IC50 = 6.9 nM 8.16 Inhibition of rat alpha9alpha10 nAChR 32101438
Neuronal acetylcholine receptor; alpha3/beta2 IC50 = 9.7 nM 8.01 Inhibition of rat alpha3beta2 nAChR expressed in Xenopus laevis oocytes assessed... 33523678
Nicotinic acetylcholine receptor alpha6/alpha3/beta2/beta3 IC50 = 11.1 nM 7.96 Inhibition of rat alpha6/alpha3beta2beta3 nAChR expressed in Xenopus laevis oocy... 33523678
Neuronal acetylcholine receptor; alpha3/beta2 IC50 = 19.4 nM 7.71 Antagonist activity at rat alpha3beta2 nACHR expressed in Xenopus laevis oocytes... 31194549
Nicotinic acetylcholine receptor alpha6/alpha3/beta2/beta3 IC50 = 19.8 nM 7.7 Antagonist activity at rat alpha6alpha3beta2beta3 nAChR expressed in Xenopus lae... 31194549
Neuronal acetylcholine receptor; alpha9/alpha10 IC50 = 21.9 nM 7.66 Inhibition of human alpha9alpha10 nAChR expressed in Xenopus laevis oocytes asse... 32101438
Neuronal acetylcholine receptor; alpha3/beta2 IC50 = 23.0 nM 7.64 Inhibition of recombinant rat alpha3beta2 nAChR expressed in Xenopus laevis oocy... 24200193
Nicotinic acetylcholine receptor alpha9/alpha10 IC50 = 30.0 nM 7.52 Antagonist activity at rat alpha9alpha10 nAChR expressed in Xenopus laevis oocyt... 31194549
Neuronal acetylcholine receptor subunit alpha-6/beta-4 IC50 = 130.0 nM 6.89 Antagonist activity at rat alpha6beta4 nAChR expressed in Xenopus laevis oocytes... 31194549
Nicotinic acetylcholine receptor alpha6/alpha3/beta4 IC50 = 130.0 nM 6.89 Inhibition of rat alpha6/alpha3beta4 nAChR expressed in Xenopus laevis oocytes a... 33523678
Nicotinic acetylcholine receptor alpha6/alpha3/beta4 IC50 = 148.0 nM 6.83 Antagonist activity at rat alpha6/alpha3beta4 nACHR expressed in xenopous laevis... 28603989
Neuronal acetylcholine receptor subunit alpha-6/beta-4 IC50 = 222.0 nM 6.65 Inhibition of rat alpha6beta4 nAChR expressed in Xenopus laevis oocytes assessed... 33523678
Neuronal acetylcholine receptor; alpha3/beta4 IC50 = 480.0 nM 6.32 Inhibition of recombinant rat alpha3beta4 nAChR expressed in Xenopus laevis oocy... 24200193
Neuronal acetylcholine receptor; alpha3/beta4 IC50 = 1500.0 nM 5.82 Antagonist activity at rat alpha3beta4 nACHR expressed in xenopous laevis oocyte... 28603989
Neuronal acetylcholine receptor; alpha3/beta4 IC50 = 1500.0 nM 5.82 Inhibition of rat alpha3beta4 nAChR expressed in Xenopus laevis oocytes assessed... 33523678
Neuronal acetylcholine receptor; alpha3/beta4 IC50 = 1600.0 nM 5.8 Antagonist activity at rat alpha3beta4 nACHR expressed in Xenopus laevis oocytes... 31194549
Neuronal acetylcholine receptor subunit alpha-7 IC50 = 1800.0 nM 5.75 Inhibition of recombinant rat alpha7 nAChR expressed in Xenopus laevis oocytes a... 24200193
Neuronal acetylcholine receptor subunit alpha-7 IC50 = 1800.0 nM 5.75 Inhibition of rat alpha7 nAChR 32101438

Literature References

PubMed DOI Target Context # Activities
33523678 10.1021/acs.jmedchem.0c01973 Nicotinic acetylcholine receptor alpha6/alpha3/beta4 7
32101438 10.1021/acs.jmedchem.9b01536 Neuronal acetylcholine receptor subunit alpha-7 2
31194549 10.1021/acs.jmedchem.9b00566 Neuronal acetylcholine receptor; alpha3/beta2 1
33523678 10.1021/acs.jmedchem.0c01973 Neuronal acetylcholine receptor subunit alpha-7 1
33523678 10.1021/acs.jmedchem.0c01973 Neuronal acetylcholine receptor subunit alpha-6/alpha-3 1
33523678 10.1021/acs.jmedchem.0c01973 Unchecked 1
33523678 10.1021/acs.jmedchem.0c01973 Neuronal acetylcholine receptor subunit alpha-6/beta-4 1
31194549 10.1021/acs.jmedchem.9b00566 Neuronal acetylcholine receptor subunit alpha-6/beta-4 1
31194549 10.1021/acs.jmedchem.9b00566 Nicotinic acetylcholine receptor alpha9/alpha10 1
31194549 10.1021/acs.jmedchem.9b00566 Neuronal acetylcholine receptor; alpha3/beta4 1
31194549 10.1021/acs.jmedchem.9b00566 Unchecked 1
31194549 10.1021/acs.jmedchem.9b00566 Nicotinic acetylcholine receptor alpha6/alpha3/beta2/beta3 1
24200193 10.1021/jm401254c Neuronal acetylcholine receptor subunit alpha-7 1
32101438 10.1021/acs.jmedchem.9b01536 Nicotinic acetylcholine receptor alpha9/alpha10 1
32101438 10.1021/acs.jmedchem.9b01536 Neuronal acetylcholine receptor; alpha9/alpha10 1
28603989 10.1021/acs.jmedchem.7b00546 Unchecked 1
28603989 10.1021/acs.jmedchem.7b00546 Nicotinic acetylcholine receptor alpha6/alpha3/beta4 1
28603989 10.1021/acs.jmedchem.7b00546 Neuronal acetylcholine receptor; alpha3/beta4 1
24200193 10.1021/jm401254c Nicotinic acetylcholine receptor alpha9/alpha10 1
24200193 10.1021/jm401254c Neuronal acetylcholine receptor; alpha3/beta2 1

Data from ChEMBL 36 via Core Engine