General Information of Drug (ID: DMKHNTY)

Drug Name
3-(hexa-1,3-dienyloxy)-9H-pyrido[3,4-b]indole Drug Info
Synonyms CHEMBL1269094; 3-(hexa-1,3-dienyloxy)-9H-pyrido[3,4-b]indole
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Cross-matching ID
PubChem CID
52945666
TTD Drug ID
DMKHNTY

Molecule-Related Drug Atlas

Molecule-Related Drug Atlas
Molecule Type:
DTT
Drug Status:
Approved Drug(s)
Clinical Trial Drug(s)
Discontinued Drug(s)
Investigative Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Allopregnanolone DMNLHAC Depression 6A70-6A7Z approved [2]
THIOCOLCHICOSIDE DMEPWYA Muscle spasm MB47.3 Approved [3]
ZK-93423 DMFWMKZ Epileptic seizures 8A61-8A6Z Phase 3 [4]
GSK683699 DMTW79H Inflammatory bowel disease DD72 Phase 2 [3]
ELTANOLONE DM38CIV Premenstrual syndrome GA34.40 Discontinued in Phase 3 [2]
U-78875 DM2WOPX Anxiety disorder 6B00-6B0Z Discontinued in Phase 1 [5]
CGS-9896 DM39PQI N. A. N. A. Terminated [6]
CGS-17867A DMMZJY3 Alcohol dependence 6C40.2 Terminated [7]
TBPS DMFC3XP Discovery agent N.A. Investigative [8]
AMENTOFLAVONE DMLRNV2 Discovery agent N.A. Investigative [9]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Flumazenil DMPCG2L Benzodiazepine overdose PC91 Approved [10]
GSK683699 DMTW79H Inflammatory bowel disease DD72 Phase 2 [11]
Basmisanil DMQ8J0U Alzheimer disease 8A20 Phase 2 [12]
RG-7816 DMD16JK Autism spectrum disorder 6A02 Phase 1 [13]
TBPS DMFC3XP Discovery agent N.A. Investigative [10]
AMENTOFLAVONE DMLRNV2 Discovery agent N.A. Investigative [9]
Ro-15-3505 DM4NW3U Discovery agent N.A. Investigative [14]
isonipecotic acid DMO1ZHE Discovery agent N.A. Investigative [10]
[3H]Ro154513 DMMBWKL Discovery agent N.A. Investigative [15]
[3H]CGS8216 DMLP68J Inflammation 1A00-CA43.1 Investigative [10]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Flumazenil DMPCG2L Benzodiazepine overdose PC91 Approved [16]
GSK683699 DMTW79H Inflammatory bowel disease DD72 Phase 2 [11]
PF-4480682 DMWYJHC Neuropathic pain 8E43.0 Discontinued in Phase 2 [17]
CGS-17867A DMMZJY3 Alcohol dependence 6C40.2 Terminated [7]
TBPS DMFC3XP Discovery agent N.A. Investigative [16]
AMENTOFLAVONE DMLRNV2 Discovery agent N.A. Investigative [9]
Ro-15-3505 DM4NW3U Discovery agent N.A. Investigative [14]
isonipecotic acid DMO1ZHE Discovery agent N.A. Investigative [16]
[3H]Ro154513 DMMBWKL Discovery agent N.A. Investigative [15]
[3H]CGS8216 DMLP68J Inflammation 1A00-CA43.1 Investigative [16]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Ethanol DMDRQZU Chronic pain MG30 Approved [18]
Zolpidem DMWOSKJ Insomnia 7A00-7A0Z Approved [19]
Methoxyflurane DML0RAE Anaesthesia 9A78.6 Approved [18]
Nitrazepam DMEGIQ6 Epilepsy 8A60-8A68 Approved [18]
Allopregnanolone DMNLHAC Depression 6A70-6A7Z approved [2]
Clobazam - Lundbeck DMW1OQ0 Anxiety disorder 6B00-6B0Z Approved [18]
Hexobarbital DMQ314B Anaesthesia 9A78.6 Approved [18]
THIOCOLCHICOSIDE DMEPWYA Muscle spasm MB47.3 Approved [3]
Meprobamate DMHM93Y Anxiety Approved [18]
Zaleplon DMGFWSM Insomnia 7A00-7A0Z Approved [20]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Flumazenil DMPCG2L Benzodiazepine overdose PC91 Approved [21]
GSK683699 DMTW79H Inflammatory bowel disease DD72 Phase 2 [11]
Adipiplon DM821BS Sleep-wake disorder 7A00-7B2Z Phase 2 [22]
NS-2710 DMMUR6V Anxiety disorder 6B00-6B0Z Phase 2 [23]
AZD6280 DMFAZLU Anxiety disorder 6B00-6B0Z Discontinued in Phase 1 [24]
TBPS DMFC3XP Discovery agent N.A. Investigative [21]
AMENTOFLAVONE DMLRNV2 Discovery agent N.A. Investigative [9]
Ro-15-3505 DM4NW3U Discovery agent N.A. Investigative [14]
isonipecotic acid DMO1ZHE Discovery agent N.A. Investigative [21]
[3H]Ro154513 DMMBWKL Discovery agent N.A. Investigative [15]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Phenobarbital DMXZOCG Cluster headache 8A81.0 Approved [18]
Allopregnanolone DMNLHAC Depression 6A70-6A7Z approved [25]
THIOCOLCHICOSIDE DMEPWYA Muscle spasm MB47.3 Approved [3]
Clonazepam DMTO13J Absence epilepsy Approved [26]
Piperazine DMTY9LU Ascariasis 1F62 Approved [27]
Alpidem DMN7Y9K Anxiety disorder 6B00-6B0Z Approved [28]
Moxidectin DMYGHX5 Onchocerciasis 1F6A Approved [29]
DP-VPA DMGOXPQ Bipolar disorder 6A60 Approved [30]
ANDROSTERONE DMITJAK N. A. N. A. Phase 3 [25]
ZK-93423 DMFWMKZ Epileptic seizures 8A61-8A6Z Phase 3 [4]
⏷ Show the Full List of 10 Drug(s)

Molecular Interaction Atlas of This Drug

Molecular Interaction Atlas

Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
GABA(A) receptor alpha-1 (GABRA1) TT1MPAY GBRA1_HUMAN Inhibitor [1]
GABA(A) receptor alpha-2 (GABRA2) TTBMV1G GBRA2_HUMAN Inhibitor [1]
GABA(A) receptor alpha-3 (GABRA3) TT37EDJ GBRA3_HUMAN Inhibitor [1]
GABA(A) receptor alpha-5 (GABRA5) TTNZPQ1 GBRA5_HUMAN Inhibitor [1]
GABA(A) receptor gamma-2 (GABRG2) TT06RH5 GBRG2_HUMAN Inhibitor [1]
Gamma-aminobutyric acid receptor (GAR) TTNJYV2 NOUNIPROTAC Inhibitor [1]

References

1 Design, synthesis, and subtype selectivity of 3,6-disubstituted -carbolines at Bz/GABA(A)ergic receptors. SAR and studies directed toward agents f... Bioorg Med Chem. 2010 Nov 1;18(21):7548-64.
2 Neurosteroid analogues. 10. The effect of methyl group substitution at the C-6 and C-7 positions on the GABA modulatory and anesthetic actions of (... J Med Chem. 2005 Apr 21;48(8):3051-9.
3 3-demethoxy-3-glycosylaminothiocolchicines: Synthesis of a new class of putative muscle relaxant compounds. J Med Chem. 2006 Sep 7;49(18):5571-7.
4 Structural requirements for agonist actions at the benzodiazepine receptor: studies with analogues of 6-(benzyloxy)-4-(methoxymethyl)-beta-carbolin... J Med Chem. 1990 Mar;33(3):1062-9.
5 3-Phenyl-substituted imidazo[1,5-alpha]quinoxalin-4-ones and imidazo[1,5-alpha]quinoxaline ureas that have high affinity at the GABAA/benzodiazepin... J Med Chem. 1996 Sep 13;39(19):3820-36.
6 Synthesis, pharmacology, and structure-activity relationships of novel imidazolones and pyrrolones as modulators of GABAA receptors. J Med Chem. 2006 Mar 23;49(6):1855-66.
7 2,5-Dihydropyrazolo[4,3-c]pyridin-3-ones: functionally selective benzodiazepine binding site ligands on the GABAA receptor. Bioorg Med Chem Lett. 2004 Jul 5;14(13):3441-4.
8 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: 414).
9 Semisynthetic preparation of amentoflavone: A negative modulator at GABA(A) receptors. Bioorg Med Chem Lett. 2003 Jul 21;13(14):2281-4.
10 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: 408).
11 New anticonvulsants: Schiff bases of gamma-aminobutyric acid and gamma-aminobutyramide. J Med Chem. 1980 Jun;23(6):702-4.
12 Clinical pipeline report, company report or official report of the Pharmaceutical Research and Manufacturers of America (PhRMA)
13 Antibodies and venom peptides: new modalities for ion channels. Nat Rev Drug Discov. 2019 May;18(5):339-357.
14 The GABA(A) receptor as a target for photochromic molecules. Bioorg Med Chem. 2010 Nov 15;18(22):7731-8.
15 Synthesis and pharmacological properties of novel 8-substituted imidazobenzodiazepines: high-affinity, selective probes for alpha 5-containing GABA... J Med Chem. 1996 Apr 26;39(9):1928-34.
16 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: 405).
17 WO patent application no. 2014,1515,17, Methods of improving microvascular integrity.
18 DrugBank: a knowledgebase for drugs, drug actions and drug targets. Nucleic Acids Res. 2008 Jan;36(Database issue):D901-6.
19 Zolpidem, a selective GABA(A) receptor alpha1 subunit agonist, induces comparable Fos expression in oxytocinergic neurons of the hypothalamic paraventricular and accessory but not supraoptic nuclei in the rat.Brain Res Bull.2006 Dec 11;71(1-3):200-7.
20 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services.
21 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: 406).
22 Discriminative stimulus properties of GABAA receptor positive allosteric modulators TPA023, ocinaplon and NG2-73 in rats trained to discriminate chlordiazepoxide or zolpidem. Eur J Pharmacol. 2011 Oct 1;668(1-2):190-3.
23 GABAA receptor subtype-selective modulators. I. alpha2/alpha3-selective agonists as non-sedating anxiolytics. Curr Top Med Chem. 2011;11(9):1176-202.
24 AZD6280, a novel partial -aminobutyric acid A receptor modulator, demonstrates a pharmacodynamically selective effect profile in healthy male volunteers.J Clin Psychopharmacol.2015 Feb;35(1):22-33.
25 Neurosteroid analogues. 11. Alternative ring system scaffolds: gamma-aminobutyric acid receptor modulation and anesthetic actions of benz[f]indenes. J Med Chem. 2006 Jul 27;49(15):4595-605.
26 Glutamate- and GABA-based CNS therapeutics. Curr Opin Pharmacol. 2006 Feb;6(1):7-17.
27 Cyclooctadepsipeptides--an anthelmintically active class of compounds exhibiting a novel mode of action. Int J Antimicrob Agents. 2003 Sep;22(3):318-31.
28 Synthesis and binding affinity of 2-phenylimidazo[1,2-alpha]pyridine derivatives for both central and peripheral benzodiazepine receptors. A new se... J Med Chem. 1997 Sep 12;40(19):3109-18.
29 2018 FDA drug approvals.Nat Rev Drug Discov. 2019 Feb;18(2):85-89.
30 DP-VPA D-Pharm. Curr Opin Investig Drugs. 2002 Jun;3(6):921-3.