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Compound Detail

CHEMBL26998

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CCCN(CCC)[C@@H]1CCc2cccc(O)c2C1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL26998
Phase Preclinical
Structure Type MOL
InChI Key ASXGJMSKWNBENU-CQSZACIVSA-N
9
Targets
21
Activities
2
Assay Types
2
PK Parameters
20
Publications
0
Known Names

Molecular Properties

247.4
MW (Da)
3.37
ALogP
2
HBA
1
HBD
23.5
PSA (Ų)
0.86
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C16H25NO
MW 247.38
Aromatic Rings 1
Heavy Atoms 18
NP-Likeness -0.31

Activity Summary

Ki 20 meas. best 10.0
IC50 1 meas. best 8.31

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 10.0 9.0133 0.1 3
5-hydroxytryptamine receptor 1A
CHEMBL3737
 Ki 9.3 9.3 0.5 1
5-hydroxytryptamine receptor 1A
CHEMBL273
 Ki 8.89 8.6467 1.3 6
5-hydroxytryptamine receptor 1A
CHEMBL273
 IC50 8.31 8.31 4.8 1
5-hydroxytryptamine receptor 7
CHEMBL3223
 Ki 8.05 7.695 8.8 2
5-hydroxytryptamine receptor 7
CHEMBL3155
 Ki 7.32 7.32 48.0 1
D(2) dopamine receptor
CHEMBL217
 Ki 7.05 6.7233 90.0 3
5-hydroxytryptamine receptor 1D
CHEMBL1983
 Ki 6.79 6.495 164.0 2
D(3) dopamine receptor
CHEMBL234
 Ki 6.75 6.75 179.0 1
D(2) dopamine receptor
CHEMBL339
 Ki 6.08 6.08 826.0 1

Pharmacokinetic Data

Parameter Value Units Species
F 2.4 % Rattus norvegicus
T1/2 1.2 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 1A Ki = 0.1 nM 10.0 Binding affinity at 5-hydroxytryptamine 1A receptor in bovine hippocampal prepar... 8101876
5-hydroxytryptamine receptor 1A Ki = 0.5 nM 9.3 In vitro binding affinity towards 5-hydroxytryptamine 1A receptor by using [3H]-... 7731017
5-hydroxytryptamine receptor 1A Ki = 1.3 nM 8.89 Binding affinity against rat hippocampal 5-hydroxytryptamine 1A (5-HT1A) recepto... 8831769
5-hydroxytryptamine receptor 1A Ki = 1.3 nM 8.89 Binding affinity was measured on cloned Human 5-hydroxytryptamine 1A receptor wh... 10753471
5-hydroxytryptamine receptor 1A Ki = 1.3 nM 8.89 Binding affinity of 5-hydroxytryptamine 1A receptor using [3H]-8-OH-DPAT as radi... 7506312
5-hydroxytryptamine receptor 1A Ki = 1.3 nM 8.89 Compound was evaluated for inhibiting the binding of [3H]- 8-OH-DPAT to 5-HT1A-r... -
5-hydroxytryptamine receptor 1A Ki = 3.1 nM 8.51 In vitro binding affinity against 5-hydroxytryptamine 1A receptor using [3H]8-OH... 8340910
5-hydroxytryptamine receptor 1A Ki = 4.1 nM 8.39 Binding affinity for 5-hydroxytryptamine 1A receptor in rat brain tissue using [... 7530773
5-hydroxytryptamine receptor 1A Ki = 4.84 nM 8.31 Displacement of [3H]-8-OH-DPAT from 5-HT1A receptor in Sprague-Dawley rat cortex... 28244748
5-hydroxytryptamine receptor 1A IC50 = 4.84 nM 8.31 Concentration of compound required to inhibit cortical 5-hydroxytryptamine 1A re... 2522991
5-hydroxytryptamine receptor 1A Ki = 7.1 nM 8.15 Displacement of [3H]-5-carboxamidotryptamine from human 5-HT1A receptor expresse... 31882369
5-hydroxytryptamine receptor 7 Ki = 8.81 nM 8.05 Binding affinity against Rat 5-hydroxytryptamine 7 receptor using [3H]5-HT 10753471
5-hydroxytryptamine receptor 7 Ki = 45.71 nM 7.34 Binding affinity at rat 5-hydroxytryptamine 7 receptor. 14640545
5-hydroxytryptamine receptor 7 Ki = 48.0 nM 7.32 Displacement of [3H]-5-carboxamidotryptamine from human 5-HT7A receptor expresse... 31882369
D(2) dopamine receptor Ki = 90.0 nM 7.05 In vitro binding affinity towards Dopamine receptor D2 by using [3H]U-86170 as r... 7731017
D(2) dopamine receptor Ki = 93.0 nM 7.03 Displacement of [3H]U-86170 from human D2-dopamine receptor expressed in CHO K1 ... 8101876
5-hydroxytryptamine receptor 1D Ki = 164.0 nM 6.79 In vitro binding affinity towards 5-hydroxytryptamine 1D receptor alpha by using... 7731017
D(3) dopamine receptor Ki = 179.0 nM 6.75 In vitro binding affinity towards Dopamine receptor D3 by using [3H]spiperone as... 7731017
5-hydroxytryptamine receptor 1D Ki = 638.0 nM 6.2 In vitro binding affinity towards 5-hydroxytryptamine 1D receptor alpha by using... 7731017
D(2) dopamine receptor Ki = 819.0 nM 6.09 Binding affinity was measured on cloned Human D2A Receptor which is labeled by [... 10753471

Literature References

PubMed DOI Target Context # Activities
7731017 10.1021/jm00008a010 Rattus norvegicus 15
7530773 10.1021/jm00001a020 Rattus norvegicus 11
7506312 10.1021/jm00078a012 Rattus norvegicus 9
6460101 10.1021/jm00140a002 Rattus norvegicus 8
8340910 10.1021/jm00067a002 Rattus norvegicus 7
2522991 10.1021/jm00124a009 Tryptophan 5-hydroxylase 1 7
2571729 10.1021/jm00130a008 Rattus norvegicus 6
8831769 10.1021/jm960329o 5-hydroxytryptamine receptor 1A 6
- 10.1016/S0960-894X(01)81038-6 Rattus norvegicus 4
3336037 10.1021/jm00396a014 Serotonin (5-HT) receptor 3
6418888 10.1021/jm00367a009 Serotonin (5-HT) receptor 3
7506312 10.1021/jm00078a012 5-hydroxytryptamine receptor 1A 3
6460101 10.1021/jm00140a002 Dopamine receptor 3
2140413 10.1021/jm00168a002 Rattus norvegicus 2
7731017 10.1021/jm00008a010 D(2) dopamine receptor 2
2140413 10.1021/jm00168a002 Aromatic-L-amino-acid decarboxylase 2
8101876 10.1021/jm00067a003 Mus musculus 2
14640545 10.1021/jm030826m 5-hydroxytryptamine receptor 7 2
6418888 10.1021/jm00367a009 Dopamine receptor 2
8101876 10.1021/jm00067a003 NON-PROTEIN TARGET 2

Data from ChEMBL 36 via Core Engine