Compound Detail

CHEMBL17350

TRAXOPRODIL

🧪 Phase II

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🧪 Phase II

C[C@@H]([C@@H](O)c1ccc(O)cc1)N1CCC(O)(c2ccccc2)CC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL17350
Name	TRAXOPRODIL
Phase	Phase II
Structure Type	MOL
InChI Key	QEMSVZNTSXPFJA-HNAYVOBHSA-N

Known Names

Cp-101,606 CP-101606 Traxoprodil

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

327.4

MW (Da)

2.80

ALogP

HBA

HBD

63.9

PSA (Å²)

0.81

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Single Enantiomer

USAN Stem	-dil
USAN Year	2000

Extended Properties

Molecular Formula	C20H25NO3
MW	327.42
Aromatic Rings	2
Heavy Atoms	24
NP-Likeness	0.26

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Glutamate NMDA receptor; GRIN1/GRIN2B antagonist	ANTAGONIST	Glutamate NMDA receptor; GRIN1/GRIN2B	✓	✓

Indications

Depressive Disorder, Major Parkinson Disease Stroke

Activity Summary

IC50 16 meas. best 8.15

Ki 3 meas. best 8.34

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Glutamate receptor ionotropic, NMDA 2B CHEMBL311	Ki	8.34	8.34	4.6	1
Glutamate [NMDA] receptor CHEMBL2094124	IC50	8.15	8.15	7.0	1
Glutamate receptor ionotropic, NMDA 2B CHEMBL311	IC50	8.15	7.7967	7.0	3
Glutamate NMDA receptor CHEMBL1907608	IC50	7.99	7.975	10.2	2
Glutamate receptor ionotropic, NMDA 2B CHEMBL1904	IC50	7.96	7.545	11.0	2
Glutamate NMDA receptor; GRIN1/GRIN2B CHEMBL1907603	Ki	7.96	7.96	11.0	1
Glutamate [NMDA] receptor CHEMBL2094124	Ki	7.96	7.96	11.0	1
Rattus norvegicus CHEMBL376	IC50	7.96	7.96	11.0	1
Unchecked CHEMBL612545	IC50	7.57	7.57	27.0	1
Glutamate NMDA receptor; GRIN1/GRIN2B CHEMBL1907603	IC50	7.52	7.52	30.0	1
Glutamate NMDA receptor; Grin1/Grin2b CHEMBL2096666	IC50	7.14	7.14	73.0	1
Cytochrome P450 2D6 CHEMBL289	IC50	5.37	5.37	4250.0	1
Adrenergic receptor alpha-1 CHEMBL1907610	IC50	5.24	4.975	5700.0	2
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	IC50	5.0	5.0	10000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	27.0	mL.min-1.kg-1	Homo sapiens
CL	27.0	mL.min-1.kg-1	Homo sapiens
CL	37.0	mL.min-1.g-1	Homo sapiens
Fu	0.63	-	Homo sapiens
MRT	2.6	hr	Homo sapiens
T1/2	3.7	hr	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Glutamate receptor ionotropic, NMDA 2B	Ki	=	4.6	nM	8.34	Displacement of [3H]CP101606 from NR2B in rat brain minus cerebellum membrane	21524576
Glutamate receptor ionotropic, NMDA 2B	IC50	=	7.0	nM	8.15	Displacement of [3H]Ro 25,6981 from NR2B NMDA receptor in rat forebrain	17290978
Glutamate [NMDA] receptor	IC50	=	7.0	nM	8.15	Inhibition of [3H]-Ro-25-6981 binding to NMDA receptor	15225705
Glutamate NMDA receptor	IC50	=	10.2	nM	7.99	In vitro inhibition of glutamate induced neuronal death in primary cultures of r...	7636876
Glutamate NMDA receptor; GRIN1/GRIN2B	Ki	=	11.0	nM	7.96	Displacement of [3H]ifenprodil binding to recombinant human NR1a/NR2B receptors ...	12639560
Glutamate [NMDA] receptor	Ki	=	11.0	nM	7.96	Binding affinity against NMDA receptor by displacement of [3H]Ro-256981	12617901
Glutamate receptor ionotropic, NMDA 2B	IC50	=	11.0	nM	7.96	Antagonist activity at NMDA receptor NR2B subunit (unknown origin)	36870623
Rattus norvegicus	IC50	=	11.0	nM	7.96	Compound was tested for neuroprotection against NMDA-Induced toxicity in culture...	9544217
Glutamate NMDA receptor	IC50	=	11.0	nM	7.96	In vitro inhibition of glutamate induced neuronal death in primary cultures of r...	7636876
Glutamate receptor ionotropic, NMDA 2B	IC50	=	14.0	nM	7.85	Displacement of [3H]racemic CP-101606 from rat NR2B receptor in P2 membrane	17766106
Unchecked	IC50	=	27.0	nM	7.57	Displacement of racemic [3H]CP-101606 from rat forebrain membrane N-methyl-D-asp...	9544217
Glutamate NMDA receptor; GRIN1/GRIN2B	IC50	=	30.0	nM	7.52	Inhibition of NMDA-evoked increased intracellular [Ca2+] in cells expressing NR1...	15225705
Glutamate receptor ionotropic, NMDA 2B	IC50	=	41.0	nM	7.39	Antagonist activity at NR2B NMDA receptor in Wistar rat neocortical cells assess...	17290978
Glutamate NMDA receptor; Grin1/Grin2b	IC50	=	73.0	nM	7.14	Antagonistic activity against N-methyl-D-aspartate glutamate receptor 1/2B.	10464027
Glutamate receptor ionotropic, NMDA 2B	IC50	=	74.0	nM	7.13	Antagonist activity at human NR2B expressed in HEK293 cells assessed as glutamat...	21524576
Cytochrome P450 2D6	IC50	=	4250.0	nM	5.37	Iinhibition of CYP2D6	21524576
Adrenergic receptor alpha-1	IC50	=	5700.0	nM	5.24	In vitro binding affinity against Alpha-1 adrenergic receptor using [3H]prazosin...	7636876
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	10000.0	nM	5.0	Displacement of [3H]bufuralol from hERG channel expressed in HEK293 cells	17766106
Adrenergic receptor alpha-1	IC50	=	19520.0	nM	4.71	In vitro binding affinity against Alpha-1 adrenergic receptor using [3H]prazosin...	7636876

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
18426954	10.1124/dmd.108.020479	ADMET	4
7636876	10.1021/jm00016a017	Unchecked	3
9544217	10.1021/jm9707986	Rattus norvegicus	2
17766106	10.1016/j.bmcl.2007.08.014	Voltage-gated inwardly rectifying potassium channel KCNH2	2
19445515	10.1021/jm900403j	Homo sapiens	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
17290978	10.1021/jm060420k	Glutamate receptor ionotropic, NMDA 2B	2
15225705	10.1016/j.bmcl.2004.05.053	Mus musculus	2
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	2
7636876	10.1021/jm00016a017	Glutamate NMDA receptor	2
-	10.6019/CHEMBL4651402	SARS-CoV-2	2
21524576	10.1016/j.bmcl.2011.03.117	Glutamate receptor ionotropic, NMDA 2B	2
7636876	10.1021/jm00016a017	Adrenergic receptor alpha-1	2
9544217	10.1021/jm9707986	Mus musculus	1
12639560	10.1016/s0960-894x(02)01060-0	Glutamate NMDA receptor; GRIN1/GRIN2B	1
9544217	10.1021/jm9707986	Unchecked	1
12617901	10.1016/s0960-894x(03)00007-6	Glutamate [NMDA] receptor	1
36870623	10.1016/j.bmcl.2023.129213	Glutamate receptor ionotropic, NMDA 2B	1
10464027	10.1021/jm990199u	Glutamate NMDA receptor; Grin1/Grin2b	1

Data from ChEMBL 36 via Core Engine