Compound Detail

CHEMBL6731

TENAMFETAMINE

🧪 Phase II

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🧪 Phase II

CC(N)Cc1ccc2c(c1)OCO2

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL6731
Name	TENAMFETAMINE
Phase	Phase II
Structure Type	MOL
InChI Key	NGBBVGZWCFBOGO-UHFFFAOYSA-N

Known Names

EA-1299 Mda Mda (psychedelic) Methylene dioxyamphetamine SKF-5 Tenamfetamine Tenanfetamina

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

179.2

MW (Da)

1.31

ALogP

HBA

HBD

44.5

PSA (Å²)

0.74

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Racemic

Flags

Natural Product

USAN Stem

-fetamine

Extended Properties

Molecular Formula	C10H13NO2
MW	179.22
Aromatic Rings	1
Heavy Atoms	13
NP-Likeness	0.28

Activity Summary

IC50 17 meas. best 6.58

EC50 13 meas. best 6.97

Ki 8 meas. best 6.41

Kd 3 meas. best 6.45

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	EC50	6.97	6.97	108.0	1
Sodium-dependent serotonin transporter CHEMBL313	EC50	6.8	6.8	160.0	1
Sodium-dependent dopamine transporter CHEMBL338	EC50	6.72	6.72	190.0	1
Norepinephrine transporter CHEMBL304	IC50	6.58	6.58	266.0	1
Sodium-dependent noradrenaline transporter CHEMBL222	IC50	6.58	6.22	266.0	3
5-hydroxytryptamine receptor 2B CHEMBL323	Kd	6.45	6.45	354.8	1
Serotonin (5-HT) receptor CHEMBL2094123	Kd	6.45	6.45	354.8	2
Rattus norvegicus CHEMBL376	IC50	6.43	6.1375	369.0	4
5-hydroxytryptamine receptor 2A CHEMBL322	Ki	6.41	6.41	387.0	1
Sodium-dependent serotonin transporter CHEMBL228	IC50	6.32	5.8467	478.0	3
Sodium-dependent serotonin transporter CHEMBL313	IC50	6.32	6.2133	478.0	3
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	6.15	6.15	704.0	1
Sodium-dependent dopamine transporter CHEMBL238	IC50	6.05	5.77	890.0	3
5-hydroxytryptamine receptor 2C CHEMBL324	Ki	5.68	5.66	2100.0	2
Serotonin 2 (5-HT2) receptor CHEMBL2093870	Ki	5.66	5.56	2190.0	2
Sodium-dependent serotonin transporter CHEMBL228	Ki	5.64	5.64	2306.0	1
Sodium-dependent dopamine transporter CHEMBL238	Ki	5.62	5.62	2425.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	EC50	=	108.0	nM	6.97	Activity at NET in rat synaptosomes assessed as release of [3H]NE after 30 mins ...	28244748
Sodium-dependent serotonin transporter	EC50	=	160.0	nM	6.8	Activity at SERT in rat synaptosomes assessed as release of [3H]HT after 5 mins ...	28244748
Sodium-dependent dopamine transporter	EC50	=	190.0	nM	6.72	Activity at DAT in rat synaptosomes assessed as release of [3H]DA after 5 mins b...	28244748
Norepinephrine transporter	IC50	=	266.0	nM	6.58	Compound was tested for the ability to inhibit [3H]norepinephrine binding to Nor...	9526575
Sodium-dependent noradrenaline transporter	IC50	=	266.0	nM	6.58	Inhibition of human noradrenaline transporter	19717215
Sodium-dependent noradrenaline transporter	IC50	=	266.0	nM	6.58	Binding affinity to human NET	20466553
Serotonin (5-HT) receptor	Kd	=	354.81	nM	6.45	Affinity against 5-hydroxytryptamine receptors in rat fundus model	7365744
5-hydroxytryptamine receptor 2B	Kd	=	354.81	nM	6.45	Affinity against 5-hydroxytryptamine 2B receptor in the isolated rat stomach fun...	7310818
Serotonin (5-HT) receptor	Kd	=	354.81	nM	6.45	Competitive antagonist activity at 5-HT serotonin receptor in Sprague-Dawley rat...	278843
Rattus norvegicus	IC50	=	369.0	nM	6.43	Inhibitory concentration against [3H]- 5-HT uptake in crude rat synaptosomes	8246240
5-hydroxytryptamine receptor 2A	Ki	=	387.0	nM	6.41	Displacement of [3H]ketanserin from 5HT2A in Sprague-Dawley rat frontal cortex m...	28244748
Sodium-dependent serotonin transporter	IC50	=	478.0	nM	6.32	Binding affinity to human SERT	20466553
Sodium-dependent serotonin transporter	IC50	=	478.0	nM	6.32	Inhibition of [3H]5-HT uptake at SERT in rat brain synaptosome	19717215
Sodium-dependent serotonin transporter	IC50	=	478.0	nM	6.32	Activity towards Serotonin transporter was determined by the ability to inhibit ...	9526575
Rattus norvegicus	IC50	=	629.0	nM	6.2	Inhibitory concentration against [3H]- NE uptake in crude rat synaptosomes	8246240
Sodium-dependent noradrenaline transporter	Ki	=	704.0	nM	6.15	Inhibition of [3H]norepinephrine uptake at human NET expressed in HEK293 cells p...	23602445
Rattus norvegicus	IC50	=	890.0	nM	6.05	Compound was tested for its ability to inhibit [3H]dopamine uptake in rat synapt...	9526575
Sodium-dependent dopamine transporter	IC50	=	890.0	nM	6.05	Inhibition of human dopamine transporter	19717215
Sodium-dependent dopamine transporter	IC50	=	890.0	nM	6.05	Binding affinity to human DAT	20466553
Sodium-dependent serotonin transporter	IC50	=	900.0	nM	6.05	Inhibition of [3H]-serotonin reuptake at human SERT expressed in HEK293 cells af...	21227702

Literature References

PubMed	DOI	Target Context	# Activities
513074	10.1021/jm00196a022	Mus musculus	10
3761319	10.1021/jm00160a035	Rattus norvegicus	6
20466553	10.1016/j.bmc.2010.04.022	HEK293	4
19717215	10.1016/j.ejmech.2009.07.027	Sodium-dependent serotonin transporter	4
1542100	10.1021/jm00082a014	Serotonin 2 (5-HT2) receptor	4
8246240	10.1021/jm00075a027	Rattus norvegicus	3
9526575	10.1021/jm9705925	Rattus norvegicus	3
1542100	10.1021/jm00082a014	5-hydroxytryptamine receptor 2C	2
23602445	10.1016/j.bmcl.2013.03.066	Sodium-dependent noradrenaline transporter	2
2299636	10.1021/jm00164a036	Homo sapiens	2
9526575	10.1021/jm9705925	Unchecked	2
23602445	10.1016/j.bmcl.2013.03.066	Sodium-dependent dopamine transporter	2
23602445	10.1016/j.bmcl.2013.03.066	Sodium-dependent serotonin transporter	2
21227702	10.1016/j.bmc.2010.11.054	HEK293	2
2299636	10.1021/jm00164a036	Rattus norvegicus	1
7310818	10.1021/jm00144a009	No relevant target	1
7310818	10.1021/jm00144a009	Homo sapiens	1
7310818	10.1021/jm00144a009	Oryctolagus cuniculus	1
28244748	10.1021/acs.jmedchem.7b00085	Rattus norvegicus	1
9526575	10.1021/jm9705925	Norepinephrine transporter	1

Data from ChEMBL 36 via Core Engine