Compound Detail

CHEMBL447955

SERLOPITANT

🧪 Phase III

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

Research home View demo workspace

🧪 Phase III

C[C@@H](O[C@H]1CC[C@@H]2CN(C3=CC(=O)CC3)C[C@H]2[C@@H]1c1ccc(F)cc1)c1cc(C(F)(F)F)cc(C(F)(F)F)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL447955
Name	SERLOPITANT
Phase	Phase III
Structure Type	MOL
InChI Key	FLNYCRJBCNNHRH-OIYLJQICSA-N

Known Names

MK-0594 Serlopitant Vpd-737

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

555.5

MW (Da)

7.68

ALogP

HBA

HBD

29.5

PSA (Å²)

0.35

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Single Enantiomer

USAN Stem	-tant
USAN Year	2008

Extended Properties

Molecular Formula	C29H28F7NO2
MW	555.53
Aromatic Rings	2
Heavy Atoms	39
NP-Likeness	-0.04

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Neurokinin 1 receptor antagonist	ANTAGONIST	Substance-P receptor	✓	✓

Indications

Epidermolysis Bullosa Pruritus

Activity Summary

IC50 15 meas. best 10.22

Ki 2 meas. best 8.62

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Substance-P receptor CHEMBL249	IC50	10.22	9.12	0.1	4
Substance-K receptor CHEMBL2327	Ki	8.62	8.62	2.4	1
Neuromedin-K receptor CHEMBL4429	Ki	8.62	8.62	2.4	1
Gerbillinae CHEMBL612671	IC50	8.22	8.1775	6.0	4
Substance-K receptor CHEMBL2327	IC50	5.62	5.62	2400.0	1
Neuromedin-K receptor CHEMBL4429	IC50	5.62	5.62	2400.0	1
Cytochrome P450 2C19 CHEMBL3622	IC50	4.54	4.54	29000.0	1
Cytochrome P450 2C9 CHEMBL3397	IC50	4.52	4.52	30000.0	1
Cytochrome P450 2D6 CHEMBL289	IC50	4.46	4.46	35000.0	1
Cytochrome P450 3A4 CHEMBL340	IC50	4.41	4.41	39000.0	1
Cytochrome P450 2C8 CHEMBL3721	IC50	4.24	4.24	58000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	7221.89	ng.hr.mL-1	Rattus norvegicus
AUC	14999.31	ng.hr.mL-1	Canis lupus familiaris
AUC	9999.54	ng.hr.mL-1	Macaca mulatta
CL	0.7	mL.min-1.kg-1	Rattus norvegicus
CL	0.7	mL.min-1.kg-1	Canis lupus familiaris
CL	1.0	mL.min-1.kg-1	Macaca mulatta
CL	1.0	mL.min-1.kg-1	Macaca mulatta
CL	0.7	mL.min-1.kg-1	Canis lupus familiaris
CL	0.7	mL.min-1.kg-1	Rattus norvegicus
F	40.0	%	Rattus norvegicus
F	71.0	%	Canis lupus familiaris
F	69.0	%	Macaca mulatta
F	69.0	%	Macaca mulatta
F	71.0	%	Canis lupus familiaris
F	40.0	%	Rattus norvegicus
T1/2	24.0	hr	Rattus norvegicus
T1/2	31.0	hr	Canis lupus familiaris
T1/2	24.0	hr	Macaca mulatta
T1/2	24.0	hr	Macaca mulatta
T1/2	31.0	hr	Canis lupus familiaris
T1/2	24.0	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Substance-P receptor	IC50	=	0.06	nM	10.22	Displacement of [125I]substance P from human NK1 receptor expressed in CHO cells	23808489
Substance-P receptor	IC50	=	0.06	nM	10.22	Displacement of [125I]substance P human recombinant NK1 receptor expressed in CH...	19354254
Neuromedin-K receptor	Ki	=	2.4	nM	8.62	Binding affinity to human NK3 receptor	19354254
Substance-K receptor	Ki	=	2.4	nM	8.62	Binding affinity to human NK2 receptor	19354254
Gerbillinae	IC50	=	6.0	nM	8.22	Toxicity in iv dosed gerbils plasma assessed as inhibition of GR-73632-induced f...	19354254
Gerbillinae	IC50	=	6.5	nM	8.19	Antagonist activity at NK1 receptor in iv dosed gerbil plasma assessed as inhibi...	23808489
Gerbillinae	IC50	=	6.5	nM	8.19	Toxicity in iv dosed gerbils plasma assessed as inhibition of GR-73632-induced f...	19354254
Gerbillinae	IC50	=	7.7	nM	8.11	Antagonist activity at NK1 receptor in iv dosed gerbil brain assessed as inhibit...	23808489
Substance-P receptor	IC50	=	9.5	nM	8.02	Displacement of [125I]substance P human recombinant NK1 receptor expressed in CH...	19354254
Substance-P receptor	IC50	=	9.5	nM	8.02	Displacement of [125I]substance P from human NK1 receptor expressed in CHO cells...	23808489
Neuromedin-K receptor	IC50	=	2400.0	nM	5.62	Binding affinity to human NK3 receptor	23808489
Substance-K receptor	IC50	=	2400.0	nM	5.62	Binding affinity to human NK2 receptor	23808489
Cytochrome P450 2C19	IC50	=	29000.0	nM	4.54	Inhibition of human CYP2C19	19354254
Cytochrome P450 2C9	IC50	=	30000.0	nM	4.52	Inhibition of human CYP2C9	19354254
Cytochrome P450 2D6	IC50	=	35000.0	nM	4.46	Inhibition of human CYP2D6	19354254
Cytochrome P450 3A4	IC50	=	39000.0	nM	4.41	Inhibition of human CYP3A4	19354254
Cytochrome P450 2C8	IC50	=	58000.0	nM	4.24	Inhibition of human CYP2C8	19354254

Literature References

PubMed	DOI	Target Context	# Activities
19354254	10.1021/jm8016514	Rhesus monkey	8
23808489	10.1021/jm400751p	Rhesus monkey	6
19354254	10.1021/jm8016514	Rattus norvegicus	5
19354254	10.1021/jm8016514	Canis familiaris	5
19354254	10.1021/jm8016514	Gerbillinae	4
23808489	10.1021/jm400751p	Rattus norvegicus	4
23808489	10.1021/jm400751p	Canis familiaris	4
23808489	10.1021/jm400751p	Gerbillinae	4
23808489	10.1021/jm400751p	Substance-P receptor	3
19354254	10.1021/jm8016514	Substance-P receptor	3
19354254	10.1021/jm8016514	Cytochrome P450 2C9	1
23808489	10.1021/jm400751p	Substance-K receptor	1
23808489	10.1021/jm400751p	Neuromedin-K receptor	1
19354254	10.1021/jm8016514	Cytochrome P450 1A2	1
19354254	10.1021/jm8016514	Cytochrome P450 2D6	1
19354254	10.1021/jm8016514	Cytochrome P450 2C19	1
19354254	10.1021/jm8016514	Cytochrome P450 2C8	1
19354254	10.1021/jm8016514	Cytochrome P450 3A4	1
19354254	10.1021/jm8016514	Cynomolgus monkey	1
19354254	10.1021/jm8016514	Neuromedin-K receptor	1

Data from ChEMBL 36 via Core Engine