Details of the Drug

General Information of Drug (ID: DM4RVGO)

Drug Name
H-89
Synonyms H 89
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) 446.4
Logarithm of the Partition Coefficient (xlogp) 3.5
Rotatable Bond Count (rotbonds) 8
Hydrogen Bond Donor Count (hbonddonor) 2
Hydrogen Bond Acceptor Count (hbondacc) 5
Chemical Identifiers
Formula
C20H20BrN3O2S
IUPAC Name
N-[2-[[(E)-3-(4-bromophenyl)prop-2-enyl]amino]ethyl]isoquinoline-5-sulfonamide
Canonical SMILES
C1=CC2=C(C=CN=C2)C(=C1)S(=O)(=O)NCCNC/C=C/C3=CC=C(C=C3)Br
InChI
InChI=1S/C20H20BrN3O2S/c21-18-8-6-16(7-9-18)3-2-11-22-13-14-24-27(25,26)20-5-1-4-17-15-23-12-10-19(17)20/h1-10,12,15,22,24H,11,13-14H2/b3-2+
InChIKey
ZKZXNDJNWUTGDK-NSCUHMNNSA-N
Cross-matching ID
PubChem CID
449241
ChEBI ID
CHEBI:47495
CAS Number
127243-85-0
DrugBank ID
DB07995
TTD ID
D09FFE

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
PRKACA messenger RNA (PRKACA mRNA) TT5U49F KAPCA_HUMAN Inhibitor [1]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
ATP-dependent translocase ABCB1 (ABCB1) OTEJROBO MDR1_HUMAN Gene/Protein Processing [2]
cAMP-dependent protein kinase type II-alpha regulatory subunit (PRKAR2A) OTZ7P17Z KAP2_HUMAN Post-Translational Modifications [3]
Cystic fibrosis transmembrane conductance regulator (CFTR) OT6B22QH CFTR_HUMAN Gene/Protein Processing [4]
E3 ubiquitin-protein ligase RNF187 (RNF187) OTXTN1HP RN187_HUMAN Protein Interaction/Cellular Processes [5]
E3 ubiquitin-protein ligase XIAP OT24GP9B XIAP_HUMAN Gene/Protein Processing [6]
Interleukin-4 (IL4) OTOXBWAU IL4_HUMAN Gene/Protein Processing [7]
Interleukin-5 (IL5) OTAFPSCO IL5_HUMAN Gene/Protein Processing [7]
Leptin (LEP) OT5Q7ODW LEP_HUMAN Protein Interaction/Cellular Processes [8]
Patatin-like phospholipase domain-containing protein 6 (PNPLA6) OTT5T45Q PLPL6_HUMAN Gene/Protein Processing [9]
Protein kinase C alpha type (PRKCA) OT5UWNRD KPCA_HUMAN Gene/Protein Processing [10]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 Inhibition of forskolin-induced neurite outgrowth and protein phosphorylation by a newly synthesized selective inhibitor of cyclic AMP-dependent protein kinase, N-[2-(p-bromocinnamylamino)ethyl]-5-isoquinolinesulfonamide (H-89), of PC12D pheochromocytoma cells. J Biol Chem. 1990 Mar 25;265(9):5267-72.
2 Reversal of P-glycoprotein-mediated multidrug resistance is induced by mollugin in MCF-7/adriamycin cells. Phytomedicine. 2013 May 15;20(7):622-31.
3 Resveratrol improves hepatic steatosis by inducing autophagy through the cAMP signaling pathway. Mol Nutr Food Res. 2015 Aug;59(8):1443-57. doi: 10.1002/mnfr.201500016. Epub 2015 May 28.
4 Activation of VPAC1 receptors by VIP and PACAP-27 in human bronchial epithelial cells induces CFTR-dependent chloride secretion. Br J Pharmacol. 2004 Feb;141(4):698-708. doi: 10.1038/sj.bjp.0705597. Epub 2004 Jan 26.
5 The E3 ubiquitin ligase Trim7 mediates c-Jun/AP-1 activation by Ras signalling. Nat Commun. 2015 Apr 8;6:6782. doi: 10.1038/ncomms7782.
6 Heterotrimeric stimulatory GTP-binding proteins inhibit cisplatin-induced apoptosis by increasing X-linked inhibitor of apoptosis protein expression in cervical cancer cells. Cancer Sci. 2011 Apr;102(4):837-44. doi: 10.1111/j.1349-7006.2011.01883.x. Epub 2011 Feb 28.
7 Anti-mycotics suppress interleukin-4 and interleukin-5 production in anti-CD3 plus anti-CD28-stimulated T cells from patients with atopic dermatitis. J Invest Dermatol. 2001 Dec;117(6):1635-46. doi: 10.1046/j.0022-202x.2001.01566.x.
8 Leptin induces mitochondrial superoxide production and monocyte chemoattractant protein-1 expression in aortic endothelial cells by increasing fatty acid oxidation via protein kinase A. J Biol Chem. 2001 Jul 6;276(27):25096-100. doi: 10.1074/jbc.M007383200. Epub 2001 May 7.
9 Regulation of neuropathy target esterase by the cAMP/protein kinase A signal. Pharmacol Res. 2010 Sep;62(3):259-64. doi: 10.1016/j.phrs.2010.03.006. Epub 2010 Apr 7.
10 TGF-beta regulates differentially the proliferation of fetal and adult human skin fibroblasts via the activation of PKA and the autocrine action of FGF-2. Cell Signal. 2006 Sep;18(9):1417-29. doi: 10.1016/j.cellsig.2005.11.002. Epub 2005 Dec 19.