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Compound Detail

CHEMBL27811

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C1=C(c2c[nH]c3ccccc23)CCNC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL27811
Phase Preclinical
Structure Type MOL
InChI Key CIRSPTXGPFAXRE-UHFFFAOYSA-N
6
Targets
10
Activities
2
Assay Types
0
PK Parameters
7
Publications
0
Known Names

Molecular Properties

198.3
MW (Da)
2.54
ALogP
1
HBA
2
HBD
27.8
PSA (Ų)
0.72
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C13H14N2
MW 198.27
Aromatic Rings 2
Heavy Atoms 15
NP-Likeness 0.15

Activity Summary

Ki 6 meas. best 8.22
IC50 4 meas. best 8.43

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 1B
CHEMBL3459
 IC50 8.43 8.43 3.7 1
Sodium-dependent serotonin transporter
CHEMBL313
 Ki 8.22 8.22 6.0 1
5-hydroxytryptamine receptor 1A
CHEMBL273
 IC50 6.85 6.85 140.0 1
5-hydroxytryptamine receptor 1A
CHEMBL273
 Ki 6.85 6.7633 141.2 3
D(2) dopamine receptor
CHEMBL217
 Ki 6.7 6.7 200.0 1
Serotonin 2 (5-HT2) receptor
CHEMBL2093870
 Ki 6.69 6.69 203.7 1
Unchecked
CHEMBL612545
 IC50 4.49 4.37 32350.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 1B IC50 = 3.7 nM 8.43 Inhibitory activity against 5-hydroxytryptamine 1B receptor of rat cortex using ... 2374139
Sodium-dependent serotonin transporter Ki = 6.0 nM 8.22 In vitro binding affinity for serotonin reuptake sites in rat frontal cortex mem... 12565939
5-hydroxytryptamine receptor 1A IC50 = 140.0 nM 6.85 Displacement of [3H]8-OH-DPAT from rat cortex 5-hydroxytryptamine 1A receptor 2374139
5-hydroxytryptamine receptor 1A Ki = 141.25 nM 6.85 Binding affinity of a compound to rat brain 5-hydroxytryptamine 1A (serotonin) r... 8568799
5-hydroxytryptamine receptor 1A Ki = 189.23 nM 6.72 Binding affinity towards 5-hydroxytryptamine 1A receptor using [3H]8-OH-DPAT as ... 8258822
5-hydroxytryptamine receptor 1A Ki = 190.55 nM 6.72 Binding affinity of a compound to rat brain 5-hydroxytryptamine 1A (serotonin) r... 8568799
D(2) dopamine receptor Ki = 200.0 nM 6.7 In vitro binding affinity at human cloned dopamine receptor D2 (long) stably exp... 12565939
Serotonin 2 (5-HT2) receptor Ki = 203.7 nM 6.69 Binding affinity towards 5-hydroxytryptamine 2 receptor using [3H]-ketanserin as... 8258822
Unchecked IC50 = 32350.0 nM 4.49 PUBCHEM_BIOASSAY: High Throughput Screening Assay used to Identify Novel Compoun... -
Unchecked IC50 = 56530.0 nM 4.25 PUBCHEM_BIOASSAY: A High Throughput Confirmatory Assay used to Identify Novel Co... -

Literature References

PubMed DOI Target Context # Activities
8568799 10.1021/jm950410b 5-hydroxytryptamine receptor 1A 2
2374139 10.1021/jm00170a007 5-hydroxytryptamine receptor 1A 1
2374139 10.1021/jm00170a007 5-hydroxytryptamine receptor 1B 1
12565939 10.1016/s0960-894x(02)00996-4 D(2) dopamine receptor 1
12565939 10.1016/s0960-894x(02)00996-4 Sodium-dependent serotonin transporter 1
8258822 10.1021/jm00077a003 5-hydroxytryptamine receptor 1A 1
8258822 10.1021/jm00077a003 Serotonin 2 (5-HT2) receptor 1

Data from ChEMBL 36 via Core Engine