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Compound Detail

CHEMBL610

PHENETHYLAMINE
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Basic Information

ChEMBL ID CHEMBL610
Name PHENETHYLAMINE
Phase Preclinical
Structure Type MOL
InChI Key BHHGXPLMPWCGHP-UHFFFAOYSA-N
11
Targets
32
Activities
4
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

121.2
MW (Da)
1.19
ALogP
1
HBA
1
HBD
26.0
PSA (Ų)
0.62
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C8H11N
MW 121.18
Aromatic Rings 1
Heavy Atoms 9
NP-Likeness 0.11

Activity Summary

EC50 16 meas. best 7.82
Ki 10 meas. best 5.4
IC50 4 meas. best 5.52
Kd 2 meas. best 5.26

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Trace amine-associated receptor 1
CHEMBL5857
 EC50 7.82 7.106 15.0 5
Trace amine-associated receptor 1
CHEMBL3833
 EC50 7.39 6.808 40.3 5
Trace amine-associated receptor 1
CHEMBL4908
 EC50 7.33 6.9867 47.3 6
Cytochrome P450 2A5
CHEMBL4085
 IC50 5.52 5.52 3000.0 1
Unchecked
CHEMBL612545
 Ki 5.4 4.715 4000.0 2
Cytochrome P450 2A6
CHEMBL5282
 IC50 5.36 5.36 4410.0 1
Serotonin (5-HT) receptor
CHEMBL2094123
 Kd 5.26 5.26 5495.4 2
Serine protease 1
CHEMBL3769
 Ki 4.96 4.96 11000.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 4.78 4.78 16800.0 2
5-hydroxytryptamine receptor 2A
CHEMBL322
 Ki 4.77 4.77 16820.0 1
Lysyl oxidase homolog 2
CHEMBL3714029
 IC50 4.22 4.22 60100.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Trace amine-associated receptor 1 EC50 = 15.0 nM 7.82 Agonist activity at recombinant human TAAR1 expressed in CHO-K1 cells assessed a... 35047111
Trace amine-associated receptor 1 EC50 = 40.33 nM 7.39 Activation of rat wild type TAAR1 expressed in HEK293 cells assessed as stimulat... 24354319
Trace amine-associated receptor 1 EC50 = 47.3 nM 7.33 Activation of mouse TAAR1 transmembrane domain 6 Thr268(6.55)Met mutant expresse... 24354319
Trace amine-associated receptor 1 EC50 = 58.6 nM 7.23 Activation of mouse TAAR1 transmembrane domain 7 Tyr287(7.39)Asn mutant expresse... 24354319
Trace amine-associated receptor 1 EC50 = 106.0 nM 6.97 Activation of human TAAR1 expressed in Syrian hamster AV12-664 cells co-expressi... 22037049
Trace amine-associated receptor 1 EC50 = 110.0 nM 6.96 Agonist activity at human TAAR1 receptor expressed in HEK293T cells cotransfecte... -
Trace amine-associated receptor 1 EC50 = 120.0 nM 6.92 Agonist activity at mouse TAAR1 expressed in HEK293 cells assessed as cAMP accum... 29407948
Trace amine-associated receptor 1 EC50 = 129.0 nM 6.89 Agonist activity at human trace amine associated receptor 1 expressed in RD-HGA1... 18602830
Trace amine-associated receptor 1 EC50 = 130.0 nM 6.89 Agonist activity at human TAAR1 expressed in HEK293 cells assessed as cAMP accum... 29407948
Trace amine-associated receptor 1 EC50 = 138.0 nM 6.86 Agonist activity at mouse TAAR1 expressed in HEK293 cells coexpressing cAMP BRET... 26010728
Trace amine-associated receptor 1 EC50 = 138.0 nM 6.86 Agonist activity at mouse TAAR1 expressed in HEK293T cells assessed as induction... 27731647
Trace amine-associated receptor 1 EC50 = 170.6 nM 6.77 Activation of rat TAAR1 transmembrane domain 7 Asn287(7.39)Tyr mutant expressed ... 24354319
Trace amine-associated receptor 1 EC50 = 189.0 nM 6.72 Activation of mouse wild type TAAR1 expressed in HEK293 cells assessed as stimul... 24354319
Trace amine-associated receptor 1 EC50 = 209.0 nM 6.68 Activation of rat TAAR1 expressed in Syrian hamster AV12-664 cells assessed as a... 22037049
Trace amine-associated receptor 1 EC50 = 240.0 nM 6.62 Agonist activity at rat N-terminal FLAG-tagged TAAR1 expressed in HEK293 cells a... 28244748
Trace amine-associated receptor 1 EC50 = 261.2 nM 6.58 Activation of rat TAAR1 transmembrane domain 6 Met268(6.55)Thr mutant expressed ... 24354319
Cytochrome P450 2A5 IC50 = 3000.0 nM 5.52 Inhibitory concentration against mouse cytochrome P450 2A5 15658857
Unchecked Ki = 4000.0 nM 5.4 Displacement of [3H]clonidine from adrenergic alpha-1 receptor in Sprague-Dawley... 18024134
Cytochrome P450 2A6 IC50 = 4410.0 nM 5.36 Inhibitory concentration against human cytochrome P450 2A6 15658857
Serotonin (5-HT) receptor Kd = 5495.41 nM 5.26 Affinity against 5-hydroxytryptamine receptors in rat fundus model 7365744

Literature References

PubMed DOI Target Context # Activities
24354319 10.1021/jm401316v Trace amine-associated receptor 1 14
31244111 10.1021/acs.jmedchem.9b00355 ADMET 6
31244111 10.1021/acs.jmedchem.9b00355 Flavodoxin 5
10476872 10.1016/s0960-894x(99)00395-9 ADMET 5
17034126 10.1021/jm051076e Amine oxidase [copper-containing] 3 4
17606680 10.1128/aac.01481-06 Escherichia coli 3
390149 10.1021/jm00196a021 Unchecked 3
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
18024134 10.1016/j.bmc.2007.08.066 Unchecked 2
17606680 10.1128/aac.01481-06 Klebsiella aerogenes 2
29407948 10.1016/j.ejmech.2018.01.059 Trace amine-associated receptor 1 2
18602830 10.1016/j.bmc.2008.06.009 Trace amine-associated receptor 1 2
19345586 10.1016/j.bmc.2009.03.025 Glutamate NMDA receptor 2
22037049 10.1016/j.bmc.2011.10.007 Trace amine-associated receptor 1 2
35047111 10.1021/acsmedchemlett.1c00527 Trace amine-associated receptor 1 2
6481771 10.1021/jm00376a024 Unchecked 2
6481771 10.1021/jm00376a024 Monoamine oxidase 2
6481771 10.1021/jm00376a024 Dopamine beta-hydroxylase 2
11087578 10.1021/jm000244u Mus musculus 1
7143356 10.1021/jm00352a020 Phenylethanolamine N-methyltransferase 1

Data from ChEMBL 36 via Core Engine