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Compound Detail

CHEMBL278663

PARA-METHOXYAMPHETAMINE
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COc1ccc(CC(C)N)cc1

Basic Information

ChEMBL ID CHEMBL278663
Name PARA-METHOXYAMPHETAMINE
Phase Preclinical
Structure Type MOL
InChI Key NEGYEDYHPHMHGK-UHFFFAOYSA-N
7
Targets
12
Activities
4
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

165.2
MW (Da)
1.58
ALogP
2
HBA
1
HBD
35.2
PSA (Ų)
0.74
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C10H15NO
MW 165.24
Aromatic Rings 1
Heavy Atoms 12
NP-Likeness -0.02

Activity Summary

EC50 3 meas. best 4.49
IC50 3 meas. best 6.76
Kd 3 meas. best 5.16
Ki 3 meas. best 6.6

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium-dependent serotonin transporter
CHEMBL313
IC50 6.76 6.76 173.0 1
Amine oxidase [flavin-containing] A
CHEMBL3358
Ki 6.6 6.6 250.0 1
Amine oxidase [flavin-containing] A
CHEMBL3358
IC50 6.52 6.52 300.0 1
5-hydroxytryptamine receptor 2B
CHEMBL323
Kd 5.16 5.16 6918.3 1
Serotonin (5-HT) receptor
CHEMBL2094123
Kd 5.15 5.15 7079.5 2
Sodium-dependent serotonin transporter
CHEMBL228
EC50 4.49 4.49 32359.4 1
Serotonin 2 (5-HT2) receptor
CHEMBL2093870
Ki 4.47 4.47 33600.0 1
Serotonin 1 (5-HT1) receptor
CHEMBL2095159
Ki 4.1 4.1 79400.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
7143352 10.1021/jm00352a013 Rattus norvegicus 6
19717215 10.1016/j.ejmech.2009.07.027 Sodium-dependent serotonin transporter 3
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
2299636 10.1021/jm00164a036 Homo sapiens 2
19243954 10.1016/j.bmc.2009.01.074 Amine oxidase [flavin-containing] A 1
7365744 10.1021/jm00177a017 Serotonin (5-HT) receptor 1
321782 10.1021/jm00214a001 Unchecked 1
- 10.1039/C0MD00108B Rattus norvegicus 1
- 10.1007/s00044-012-9977-1 Whole blood 1
19717215 10.1016/j.ejmech.2009.07.027 SH-SY5Y 1
19717215 10.1016/j.ejmech.2009.07.027 HEK293 1
7143352 10.1021/jm00352a013 Serotonin (5-HT) receptor 1
19243954 10.1016/j.bmc.2009.01.074 Amine oxidase [flavin-containing] B 1
3543362 10.1021/jm00384a001 Serotonin 2 (5-HT2) receptor 1
15801832 10.1021/jm0493109 Amine oxidase [flavin-containing] A 1
9748359 10.1021/jm980144c Homo sapiens 1
7310818 10.1021/jm00144a009 Unchecked 1
7310818 10.1021/jm00144a009 5-hydroxytryptamine receptor 2B 1
7310818 10.1021/jm00144a009 Homo sapiens 1
7310818 10.1021/jm00144a009 No relevant target 1

Data from ChEMBL 36 via Core Engine