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Compound Detail

CHEMBL2203406

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CCCN(CC[C@]1(O)C[C@H](NC(=O)c2ccc3ccccc3c2)C1)[C@H]1CCc2nc(N)sc2C1

Basic Information

ChEMBL ID CHEMBL2203406
Phase Preclinical
Structure Type MOL
InChI Key QXYZJXCNTMMWEO-BERHBOFZSA-N
22
Targets
28
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

478.7
MW (Da)
4.16
ALogP
6
HBA
3
HBD
91.5
PSA (Ų)
0.45
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H34N4O2S
MW 478.66
Aromatic Rings 3
Heavy Atoms 34
NP-Likeness -0.88

Activity Summary

Ki 26 meas. best 9.3
EC50 2 meas. best 8.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(3) dopamine receptor
CHEMBL3138
Ki 9.3 9.3 0.5 1
D(3) dopamine receptor
CHEMBL234
EC50 8.77 8.4 1.7 2
D(3) dopamine receptor
CHEMBL234
Ki 8.44 8.07 3.6 3
D(2) dopamine receptor
CHEMBL217
Ki 7.68 6.545 21.0 2
Sodium-dependent serotonin transporter
CHEMBL228
Ki 7.5 7.5 32.0 1
D(4) dopamine receptor
CHEMBL219
Ki 7.35 7.35 45.0 1
Histamine H1 receptor
CHEMBL231
Ki 6.96 6.96 110.0 1
Sodium-dependent dopamine transporter
CHEMBL238
Ki 6.69 6.69 205.0 1
Histamine H2 receptor
CHEMBL1941
Ki 6.65 6.65 224.0 1
Sodium-dependent noradrenaline transporter
CHEMBL222
Ki 6.36 6.36 436.0 1
Sigma non-opioid intracellular receptor 1
CHEMBL287
Ki 6.28 6.28 531.0 1
Alpha-1B adrenergic receptor
CHEMBL232
Ki 6.18 6.18 666.0 1
5-hydroxytryptamine receptor 1A
CHEMBL214
Ki 6.15 6.15 708.0 1
Mu-type opioid receptor
CHEMBL233
Ki 6.13 6.13 745.0 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
Ki 6.12 6.025 762.0 2
5-hydroxytryptamine receptor 7
CHEMBL3155
Ki 6.11 6.11 770.0 1
Histamine H3 receptor
CHEMBL264
Ki 6.05 6.05 893.0 1
Alpha-1D adrenergic receptor
CHEMBL223
Ki 5.93 5.93 1184.0 1
Muscarinic acetylcholine receptor M5
CHEMBL2035
Ki 5.64 5.64 2297.0 1
Muscarinic acetylcholine receptor M4
CHEMBL1821
Ki 5.64 5.64 2279.0 1
D(2) dopamine receptor
CHEMBL339
Ki 5.59 5.59 2568.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 5.55 5.55 2841.0 1
Unchecked
CHEMBL612545
Ki 5.0 5.0 10127.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(3) dopamine receptor Ki = 0.5 nM 9.3 Displacement of [3H]R(+)-7-OH-DPAT from Sprague-Dawley rat dopamine D3 receptor ... 22125662
D(3) dopamine receptor EC50 = 1.7 nM 8.77 Agonist activity at human dopamine D3 receptor expressed in CHOp cells assessed ... 22125662
D(3) dopamine receptor Ki = 3.61 nM 8.44 Displacement of [3H]YM-09151-2 from human cloned dopamine D3 receptor expressed ... 22125662
D(3) dopamine receptor Ki = 5.6 nM 8.25 Displacement of [3H]-methylspiperon from human D3R expressed in HEK293 cell memb... 32342685
D(3) dopamine receptor EC50 = 9.3 nM 8.03 Agonist activity at human D3R expressed in CHOK1 cells assessed as induction of ... 32342685
D(2) dopamine receptor Ki = 21.0 nM 7.68 Displacement of [3H]-methylspiperon from human D2RL expressed in HEK293 cell mem... 32342685
D(3) dopamine receptor Ki = 30.0 nM 7.52 Displacement of [3H]-N-methylspiperone from D3 receptor (unknown origin) measure... 32342685
Sodium-dependent serotonin transporter Ki = 32.0 nM 7.5 Displacement of [3H]-citalopram from human SERT receptor expressed in stable HEK... 32342685
D(4) dopamine receptor Ki = 45.0 nM 7.35 Displacement of [3H]-N-methylspiperone from recombinant human D4 receptor stably... 32342685
Histamine H1 receptor Ki = 110.0 nM 6.96 Displacement of [3H]-pyrilamine from human histamine H1 receptor expressed in st... 32342685
Sodium-dependent dopamine transporter Ki = 205.0 nM 6.69 Displacement of [3H]-Win35428 from human DAT expressed in stable HEK cell membra... 32342685
Histamine H2 receptor Ki = 224.0 nM 6.65 Displacement of [125I]-Iodo-aminopotentidine from human histamine H2 receptor ex... 32342685
Sodium-dependent noradrenaline transporter Ki = 436.0 nM 6.36 Displacement of [3H]-Nisoxetine from human NET receptor expressed in stable HEK ... 32342685
Sigma non-opioid intracellular receptor 1 Ki = 531.0 nM 6.28 Displacement of [3H]-pentazocine from sigma1 receptor (unknown origin) after 90 ... 32342685
Alpha-1B adrenergic receptor Ki = 666.0 nM 6.18 Displacement of [3H]-prazosin from recombinant human alpha1B adrenergic receptor... 32342685
5-hydroxytryptamine receptor 1A Ki = 708.0 nM 6.15 Displacement of [3H]-Way100635 from recombinant human 5HT1A receptor stably expr... 32342685
Mu-type opioid receptor Ki = 745.0 nM 6.13 Displacement of [3H]-DAMGO from recombinant human MOR stably expressed in HEK ce... 32342685
5-hydroxytryptamine receptor 2B Ki = 762.0 nM 6.12 Displacement of [3H]-Mesulergine from recombinant human 5HT2C receptor expressed... 32342685
5-hydroxytryptamine receptor 7 Ki = 770.0 nM 6.11 Displacement of [3H]-LSD from recombinant human 5HT7A receptor stably expressed ... 32342685
Histamine H3 receptor Ki = 893.0 nM 6.05 Displacement of [3H]-alpha-methylhistamine from recombinant human histamine H3 r... 32342685

Literature References

PubMed DOI Target Context # Activities
22125662 10.1021/ml200100t Rattus norvegicus 12
22125662 10.1021/ml200100t Unchecked 5
32342685 10.1021/acs.jmedchem.0c00424 D(3) dopamine receptor 5
32342685 10.1021/acs.jmedchem.0c00424 D(2) dopamine receptor 5
32342685 10.1021/acs.jmedchem.0c00424 Unchecked 5
22125662 10.1021/ml200100t D(3) dopamine receptor 4
32342685 10.1021/acs.jmedchem.0c00424 5-hydroxytryptamine receptor 2B 4
32342685 10.1021/acs.jmedchem.0c00424 D(4) dopamine receptor 3
32342685 10.1021/acs.jmedchem.0c00424 Alpha-1A adrenergic receptor 2
32342685 10.1021/acs.jmedchem.0c00424 5-hydroxytryptamine receptor 7 2
32342685 10.1021/acs.jmedchem.0c00424 5-hydroxytryptamine receptor 6 2
32342685 10.1021/acs.jmedchem.0c00424 5-hydroxytryptamine receptor 5A 2
32342685 10.1021/acs.jmedchem.0c00424 5-hydroxytryptamine receptor 3A 2
32342685 10.1021/acs.jmedchem.0c00424 5-hydroxytryptamine receptor 2A 2
32342685 10.1021/acs.jmedchem.0c00424 5-hydroxytryptamine receptor 1E 2
32342685 10.1021/acs.jmedchem.0c00424 5-hydroxytryptamine receptor 1D 2
32342685 10.1021/acs.jmedchem.0c00424 5-hydroxytryptamine receptor 1B 2
32342685 10.1021/acs.jmedchem.0c00424 5-hydroxytryptamine receptor 1A 2
32342685 10.1021/acs.jmedchem.0c00424 Alpha-1B adrenergic receptor 2
22125662 10.1021/ml200100t D(2) dopamine receptor 2

Data from ChEMBL 36 via Core Engine