Compound Detail

CHEMBL4468777

FANOTAPRIM

Phase I

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Phase I

COc1ncc(-c2cccc(N3CCN(c4cnc(N)nc4N)CC3)c2)cn1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4468777
Name	FANOTAPRIM
Phase	Phase I
Structure Type	MOL
InChI Key	GUZBZPCNAJDYMO-UHFFFAOYSA-N

Known Names

Fanotaprim TRC-2533 TRC-2533-NX TUR-006 VYR-006

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

378.4

MW (Da)

1.43

ALogP

HBA

HBD

119.3

PSA (Å²)

0.69

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

USAN Stem	-prim
USAN Year	2019

Extended Properties

Molecular Formula	C19H22N8O
MW	378.44
Aromatic Rings	3
Heavy Atoms	28
NP-Likeness	-0.99

Indications

Toxoplasmosis

Activity Summary

IC50 8 meas. best 9.15

EC50 7 meas. best 8.12

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Bifunctional dihydrofolate reductase-thymidylate synthase CHEMBL1939	IC50	9.15	9.15	0.7	1
Bifunctional dihydrofolate reductase-thymidylate synthase CHEMBL2425	IC50	8.8	8.8	1.6	1
Unchecked CHEMBL612545	IC50	8.68	8.585	2.1	2
Toxoplasma gondii CHEMBL612888	EC50	8.12	7.8867	7.6	6
Dihydrofolate reductase CHEMBL202	IC50	6.51	6.1275	308.0	4
MCF7 CHEMBL387	EC50	5.14	5.14	7300.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	750.0	ng.hr.mL-1	Mus musculus
CL	8.6	mL.min-1.kg-1	Homo sapiens
CL	10.6	mL.min-1.kg-1	Mus musculus
CL	56.3	mL.min-1.kg-1	Mus musculus
CL	63.0	%	Mus musculus
Cmax	470.35	nM	Mus musculus
F	47.3	%	Mus musculus
Fu	0.087	-	Mus musculus
Fu	0.024	-	Mus musculus
T1/2	3.9	hr	Mus musculus
Tmax	0.05	hr	Mus musculus
Vd	1.14	L.kg-1	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Bifunctional dihydrofolate reductase-thymidylate synthase	IC50	=	0.708	nM	9.15	TBD: TBD	-
Bifunctional dihydrofolate reductase-thymidylate synthase	IC50	=	1.57	nM	8.8	Inhibition of Toxoplasma gondii DHFR-TS expressed in Escherichia coli BL21 compe...	30624926
Unchecked	IC50	=	2.09	nM	8.68	TBD: TBD	-
Unchecked	IC50	=	3.24	nM	8.49	TBD: TBD	-
Toxoplasma gondii	EC50	=	7.6	nM	8.12	Antiparasitic activity against Toxoplasma gondii RUB isolated from human and mea...	30624926
Toxoplasma gondii	EC50	=	8.3	nM	8.08	Antiparasitic activity against Toxoplasma gondii ME49 isolated from sheep and me...	30624926
Toxoplasma gondii	EC50	=	11.2	nM	7.95	Antiparasitic activity against Toxoplasma gondii VAND isolated from human and me...	30624926
Toxoplasma gondii	EC50	=	13.0	nM	7.89	Parasiticidal activity against bacterial beta-galactosidase expressing Toxoplasm...	30624926
Toxoplasma gondii	EC50	=	18.0	nM	7.75	Antiparasitic activity against Toxoplasma gondii GT1 isolated from goat and meas...	30624926
Toxoplasma gondii	EC50	=	29.8	nM	7.53	Antiparasitic activity against Toxoplasma gondii CTG isolated from cat and measu...	30624926
Dihydrofolate reductase	IC50	=	308.0	nM	6.51	Inhibition of human DHFR expressed in Escherichia coli BL21 competent cells usin...	30624926
Dihydrofolate reductase	IC50	=	912.0	nM	6.04	TBD: TBD	-
Dihydrofolate reductase	IC50	=	912.0	nM	6.04	TBD: TBD	-
Dihydrofolate reductase	IC50	=	1202.0	nM	5.92	TBD: TBD	-
MCF7	EC50	=	7300.0	nM	5.14	Antiproliferative activity against human MCF7 cells after 72 hrs by MTT assay	30624926

Literature References

PubMed	DOI	Target Context	# Activities
30624926	10.1021/acs.jmedchem.8b01754	ADMET	14
30624926	10.1021/acs.jmedchem.8b01754	Toxoplasma gondii	6
30624926	10.1021/acs.jmedchem.8b01754	Unchecked	2
30624926	10.1021/acs.jmedchem.8b01754	No relevant target	1
30624926	10.1021/acs.jmedchem.8b01754	Dihydrofolate reductase	1
30624926	10.1021/acs.jmedchem.8b01754	Bifunctional dihydrofolate reductase-thymidylate synthase	1
30624926	10.1021/acs.jmedchem.8b01754	MCF7	1

Data from ChEMBL 36 via Core Engine