Details of the Drug

General Information of Drug (ID: DM14X29)

Drug Name
diarylpropionitril
Synonyms
1428-67-7; diarylpropionitrile; 2,3-bis(4-hydroxyphenyl)propionitrile; 2,3-bis(4-hydroxyphenyl)propanenitrile; 2,3-bis(4-hydroxyphenyl)-propionitrile; 2,3-Bis(p-hydroxyphenyl)propionitrile; CHEMBL334773; CHEBI:63949; DPN compound; Benzenepropanenitrile,4-hydroxy-a-(4-hydroxyphenyl)-; SR-01000597601; BRN 3337109; SC-4473; 2,3-Bis(p-hydroxyphenyl)-propionitrile; Propionitrile, 2,3-bis(p-hydroxyphenyl); Propionitrile, 2,3-bis(p-hydroxyphenyl)-; AC1L2T6L; GTPL2825; SCHEMBL1940848; DTXSID0040387; CTK8F9375; MolPort-003-983-761
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Drug Type
Small molecular drug
Structure
3D MOL is unavailable 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 239.27
Logarithm of the Partition Coefficient (xlogp) 2.9
Rotatable Bond Count (rotbonds) 3
Hydrogen Bond Donor Count (hbonddonor) 2
Hydrogen Bond Acceptor Count (hbondacc) 3
Chemical Identifiers
Formula
C15H13NO2
IUPAC Name
2,3-bis(4-hydroxyphenyl)propanenitrile
Canonical SMILES
C1=CC(=CC=C1CC(C#N)C2=CC=C(C=C2)O)O
InChI
InChI=1S/C15H13NO2/c16-10-13(12-3-7-15(18)8-4-12)9-11-1-5-14(17)6-2-11/h1-8,13,17-18H,9H2
InChIKey
GHZHWDWADLAOIQ-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
102614
ChEBI ID
CHEBI:63949
CAS Number
1428-67-7
TTD ID
D05EOW

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Estrogen receptor beta (ESR2) TTOM3J0 ESR2_HUMAN Agonist [2]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Apolipoprotein D (APOD) OTT77XW8 APOD_HUMAN Gene/Protein Processing [3]
Apoptosis regulator Bcl-2 (BCL2) OT9DVHC0 BCL2_HUMAN Gene/Protein Processing [4]
Cytochrome P450 1A1 (CYP1A1) OTE4EFH8 CP1A1_HUMAN Gene/Protein Processing [5]
Delta(24)-sterol reductase (DHCR24) OTP301JW DHC24_HUMAN Gene/Protein Processing [6]
Junctional adhesion molecule A (F11R) OTGHPAV6 JAM1_HUMAN Gene/Protein Processing [7]
Nuclear respiratory factor 1 (NRF1) OTOXWNV8 NRF1_HUMAN Gene/Protein Processing [8]
Occludin (OCLN) OTSUTVWL OCLN_HUMAN Gene/Protein Processing [7]
Phosphatidylinositol 3,4,5-trisphosphate 3-phosphatase and dual-specificity protein phosphatase PTEN (PTEN) OTOWDUNT PTEN_HUMAN Gene/Protein Processing [4]
Programmed cell death protein 4 (PDCD4) OTZ6NXUX PDCD4_HUMAN Gene/Protein Processing [4]
Steroidogenic acute regulatory protein, mitochondrial (STAR) OTFEZ5AI STAR_HUMAN Gene/Protein Processing [9]
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
Estrogen receptor beta (ESR2) DTT ESR2 2.09E-01 -0.06 -0.17
Molecular Expression Atlas (MEA) Jump to Detail Molecular Expression Atlas of This Drug

References

1 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. (Ligand id: 2825).
2 Estrogen receptor-beta potency-selective ligands: structure-activity relationship studies of diarylpropionitriles and their acetylene and polar analogues. J Med Chem. 2001 Nov 22;44(24):4230-51.
3 Morphologic effects of estrogen stimulation on 3D MCF-7 microtissues. Toxicol Lett. 2016 Apr 25;248:1-8.
4 Estradiol downregulates miR-21 expression and increases miR-21 target gene expression in MCF-7 breast cancer cells. Nucleic Acids Res. 2009 May;37(8):2584-95. doi: 10.1093/nar/gkp117. Epub 2009 Mar 5.
5 Regulation of aryl hydrocarbon receptor function by selective estrogen receptor modulators. Mol Endocrinol. 2010 Jan;24(1):33-46.
6 Estrogen and selective estrogen receptor modulators exert neuroprotective effects and stimulate the expression of selective Alzheimer's disease indicator-1, a recently discovered antiapoptotic gene, in human neuroblast long-term cell cultures. J Clin Endocrinol Metab. 2005 Mar;90(3):1775-82.
7 Oestradiol decreases colonic permeability through oestrogen receptor beta-mediated up-regulation of occludin and junctional adhesion molecule-A in epithelial cells. J Physiol. 2009 Jul 1;587(Pt 13):3317-28. doi: 10.1113/jphysiol.2009.169300. Epub 2009 May 11.
8 Diesel exhaust particulate extracts inhibit transcription of nuclear respiratory factor-1 and cell viability in human umbilical vein endothelial cells. Arch Toxicol. 2012 Apr;86(4):633-42. doi: 10.1007/s00204-011-0778-y. Epub 2011 Nov 22.
9 Bisphenol A stimulates steroidogenic acute regulatory protein expression via an unknown mechanism in adrenal cortical cells. J Cell Biochem. 2019 Feb;120(2):2429-2438. doi: 10.1002/jcb.27574. Epub 2018 Sep 11.