Compound Detail

CHEMBL1256759

5-NITRO-2-PHENYLPROPYLAMINOBENZOIC ACID [NPPB]

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O=C(O)c1cc([N+](=O)[O-])ccc1NCCCc1ccccc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1256759
Name	5-NITRO-2-PHENYLPROPYLAMINOBENZOIC ACID [NPPB]
Phase	Preclinical
Structure Type	MOL
InChI Key	WBSMIPAMAXNXFS-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

300.3

MW (Da)

3.34

ALogP

HBA

HBD

92.5

PSA (Å²)

0.46

QED

Ro5 Violations

Rot. Bonds

Natural Product First in Class Prodrug

IC50 7 meas. best 5.55

EC50 3 meas. best 6.5

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Transient receptor potential cation channel subfamily A member 1 CHEMBL6007	EC50	6.5	6.3133	320.0	3
Histone deacetylase 6 CHEMBL1865	IC50	5.55	5.55	2820.0	1
Plasmodium falciparum CHEMBL364	IC50	5.0	5.0	10000.0	1
Cyclin-dependent kinase 2 CHEMBL301	IC50	4.8	4.58	16000.0	3
Pannexin-1 CHEMBL4879520	IC50	4.3	4.3	50000.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Transient receptor potential cation channel subfamily A member 1	EC50	=	320.0	nM	6.5	Agonist activity at human TRPA1 expressed in HEK293 cells assessed as increase i...	30878828
Transient receptor potential cation channel subfamily A member 1	EC50	=	602.56	nM	6.22	Agonist activity at human TRPA1 expressed in HEK293 cells assessed as increase i...	30878828
Transient receptor potential cation channel subfamily A member 1	EC50	=	600.0	nM	6.22	Agonist activity at human TRPA1 expressed in HEK293 cells assessed as increase i...	30878828
Histone deacetylase 6	IC50	=	2820.0	nM	5.55	Determination of IC50 values for inhibition of enzymatic assay of human HDAC6 wi...	-
Plasmodium falciparum	IC50	=	10000.0	nM	5.0	Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr...	19734910
Cyclin-dependent kinase 2	IC50	=	16000.0	nM	4.8	Inhibition of 8-((4-chlorophenyl)amino)naphthalene-1-sulfonic acid binding to CD...	36701569
Cyclin-dependent kinase 2	IC50	=	34000.0	nM	4.47	Inhibition of 8-((4-chlorophenyl)amino)naphthalene-1-sulfonic acid binding to CD...	36701569
Cyclin-dependent kinase 2	IC50	=	34000.0	nM	4.47	Inhibition of N-terminal GST-tagged human CDK2 (1 to 298 residues) extracted fro...	38852339
Pannexin-1	IC50	=	50000.0	nM	4.3	Inhibition of mouse Panx-1 expressed in Xenopus laevis oocytes assessed as inhib...	34174741

PubMed	DOI	Target Context	# Activities
18407564	10.1002/ps.1591	Caenorhabditis elegans	9
18407564	10.1002/ps.1591	Meloidogyne incognita	8
30878828	10.1016/j.ejmech.2019.02.074	Transient receptor potential cation channel subfamily A member 1	5
36701569	10.1021/acs.jmedchem.2c01731	Cyclin-dependent kinase 2	4
-	10.6019/CHEMBL4808148	Histone deacetylase 6	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	2
23571415	10.1124/mol.112.084152	Solute carrier organic anion transporter family member 1B3	1
38852339	10.1016/j.ejmech.2024.116547	Cyclin-dependent kinase 2	1
34174741	10.1016/j.ejmech.2021.113650	Pannexin-1	1
-	10.21203/rs.3.rs-23951/v1	SARS-CoV-2	1
23571415	10.1124/mol.112.084152	Solute carrier organic anion transporter family member 1B1	1
17417631	10.1038/nchembio873	Unchecked	1
18407564	10.1002/ps.1591	Heterorhabditis bacteriophora	1
18407564	10.1002/ps.1591	Chloride channel protein clh-3	1
11101640	10.1111/j.1469-7793.2000.00285.x	Monocarboxylate transporter 4	1
10417314	10.1042/0264-6021:3410529	Monocarboxylate transporter 1	1
10417314	10.1042/0264-6021:3410529	Monocarboxylate transporter 2	1
19734910	10.1038/nchembio.215	Plasmodium falciparum	1

Data from ChEMBL 36 via Core Engine