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Compound Detail

CHEMBL199385

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NCCn1ncc2ccc(O)cc21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL199385
Phase Preclinical
Structure Type MOL
InChI Key RVQKKYXTHSVLLB-UHFFFAOYSA-N
6
Targets
7
Activities
3
Assay Types
1
PK Parameters
8
Publications
0
Known Names

Molecular Properties

177.2
MW (Da)
0.70
ALogP
4
HBA
2
HBD
64.1
PSA (Ų)
0.71
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C9H11N3O
MW 177.21
Aromatic Rings 2
Heavy Atoms 13
NP-Likeness -0.97

Activity Summary

EC50 3 meas. best 8.35
Ki 3 meas. best 8.02
IC50 1 meas. best 9.11

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 2A
CHEMBL322
 IC50 9.11 9.11 0.8 1
5-hydroxytryptamine receptor 2C
CHEMBL324
 EC50 8.35 8.35 4.5 1
5-hydroxytryptamine receptor 2B
CHEMBL323
 EC50 8.07 8.07 8.6 1
5-hydroxytryptamine receptor 2C
CHEMBL225
 Ki 8.02 8.02 9.6 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
 Ki 7.82 7.82 15.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 7.7 7.7 20.0 1
5-hydroxytryptamine receptor 2A
CHEMBL322
 EC50 7.13 7.13 74.4 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 32412.0 hr -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 2A IC50 = 0.77 nM 9.11 Inhibition of [125I]DOI binding to 5HT2A receptor in rat cerebral cortex 16392816
5-hydroxytryptamine receptor 2C EC50 = 4.5 nM 8.35 Activity against recombinant rat 5HT2C mediated intracellular calcium mobilizati... 16392816
5-hydroxytryptamine receptor 2B EC50 = 8.6 nM 8.07 Activity against 5HT2B receptor in longitudinal stomach fundus strips in wistar ... 16392816
5-hydroxytryptamine receptor 2C Ki = 9.6 nM 8.02 Displacement of [125I]DOI from cloned human 5HT2C receptor expressed in CHO cell... 16392816
5-hydroxytryptamine receptor 2B Ki = 15.0 nM 7.82 Displacement of [125I]DOI from cloned human 5HT2B receptor expressed in CHO cell... 16392816
5-hydroxytryptamine receptor 2A Ki = 20.0 nM 7.7 Displacement of [125I]DOI from cloned human 5HT2A receptor expressed in CHO cell... 16392816
5-hydroxytryptamine receptor 2A EC50 = 74.4 nM 7.13 Activity against 5HT2A mediated intracellular calcium mobilization by FLIPR in r... 16392816

Literature References

PubMed DOI Target Context # Activities
16392816 10.1021/jm050663x MDCK 6
16392816 10.1021/jm050663x 5-hydroxytryptamine receptor 2A 4
16392816 10.1021/jm050663x 5-hydroxytryptamine receptor 2C 3
16392816 10.1021/jm050663x Serotonin 2 (5-HT2) receptor 3
16392816 10.1021/jm050663x 5-hydroxytryptamine receptor 2B 2
16392816 10.1021/jm050663x ADMET 1
16392816 10.1021/jm050663x No relevant target 1
16392816 10.1021/jm050663x Mus musculus 1

Data from ChEMBL 36 via Core Engine