Details of the Drug

General Information of Drug (ID: DMFIWAN)

Drug Name
NPPB
Synonyms
5-Nitro-2-(3-phenylpropylamino)benzoic acid; 107254-86-4; UNII-3A35O9G3YZ; 5-nitro-2-[(3-phenylpropyl)amino]benzoic acid; 3A35O9G3YZ; CHEBI:34457; Benzoic acid,5-nitro-2-[(3-phenylpropyl)amino]-; Benzoic acid, 5-nitro-2-((3-phenylpropyl)amino)-; 5-NITRO-2-PHENYLPROPYLAMINOBENZOIC ACID [NPPB]; 5-NITRO-2-(3-PHENYLPROPYLAMINO)-BENZOIC ACID; 5-Nitro-2-(3-phenylpropylamino)benzoic Acid (NPPB); SR-01000075336; HOE-144; HOE 144; Tocris-0593; Spectrum_001814; ACMC-20c9kv; AC1L1IEV; Spectrum4_000338; Spectrum2_001477; HOE 144; 5-nitro-2-(3-phenylpropylamino) benzoic acid
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 300.31
Logarithm of the Partition Coefficient (xlogp) 4.1
Rotatable Bond Count (rotbonds) 6
Hydrogen Bond Donor Count (hbonddonor) 2
Hydrogen Bond Acceptor Count (hbondacc) 5
Chemical Identifiers
Formula
C16H16N2O4
IUPAC Name
5-nitro-2-(3-phenylpropylamino)benzoic acid
Canonical SMILES
C1=CC=C(C=C1)CCCNC2=C(C=C(C=C2)[N+](=O)[O-])C(=O)O
InChI
InChI=1S/C16H16N2O4/c19-16(20)14-11-13(18(21)22)8-9-15(14)17-10-4-7-12-5-2-1-3-6-12/h1-3,5-6,8-9,11,17H,4,7,10H2,(H,19,20)
InChIKey
WBSMIPAMAXNXFS-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
4549
ChEBI ID
CHEMBL1256759
CAS Number
107254-86-4
TTD ID
D08DQL
Drug-Molecule Activity Atlas (DMA)NEW Click to Jump to the Detailed DMA Information of This Drug
Drug Pharmacogenomic Perturbation (DPP)NEW Click to Jump to the Detailed DPP Information of This Drug
Drug ADMET Endpoint Profile (DAE)NEW Click to Jump to the Detailed DAE Information of This Drug

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Calcium-dependent chloride channel anoctamin (ANO) TTOJI4S ANO1_HUMAN Blocker (channel blocker) [2]
Chloride channel protein 2 (CLC-2) TT30NW6 CLCN2_HUMAN Blocker (channel blocker) [3]
Chloride channel protein 7 (ClC-7) TTST1AJ CLCN7_HUMAN Blocker (channel blocker) [4]
Permeability pathway (NP pathway) TTT1MCF NOUNIPROTAC Inhibitor [1]
Transformation-sensitive protein p120 (TRPA1) TTELV3W TRPA1_HUMAN Activator [5]
Volume regulated chloride channel (VRAC) TT0FC1V NOUNIPROTAC Blocker (channel blocker) [6]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
H(+)/Cl(-) exchange transporter 3 (CLCN3) OTEEXNMU CLCN3_HUMAN Gene/Protein Processing [7]
Secretin (SCT) OTV3MLOO SECR_HUMAN Gene/Protein Processing [8]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Molecular Expression Atlas of This Drug

The Studied Disease Discovery agent
ICD Disease Classification N.A.
Molecule Name Molecule Type Gene Name p-value Fold-Change Z-score
Chloride channel protein 2 (CLC-2) DTT CLCN2 8.78E-02 -0.01 -0.06
Molecular Expression Atlas (MEA) Jump to Detail Molecular Expression Atlas of This Drug

References

1 Novel molecular targets for antimalarial drug development. Chem Biol Drug Des. 2008 Apr;71(4):287-97.
2 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Target id: 708).
3 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Target id: 699).
4 The G215R mutation in the Cl-/H+-antiporter ClC-7 found in ADO II osteopetrosis does not abolish function but causes a severe trafficking defect. PLoS One. 2010 Sep 7;5(9):e12585.
5 NPPB structure-specifically activates TRPA1 channels. Biochem Pharmacol. 2010 Jul 1;80(1):113-21.
6 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Target id: 710).
7 5-Nitro-2-(3-phenylpropylamino) benzoic acid induced drug resistance to cisplatin in human erythroleukemia cell lines. Anat Rec (Hoboken). 2011 Jun;294(6):945-52. doi: 10.1002/ar.21392. Epub 2011 Apr 28.
8 Activation of transepithelial ion transport by secretin in human intestinal Caco-2 cells. Jpn J Physiol. 2000 Apr;50(2):215-25. doi: 10.2170/jjphysiol.50.215.