Details of the Drug

General Information of Drug (ID: DMKYQWG)

Drug Name

NORHARMANE

Synonyms

9H-Pyrido[3,4-B]indole; Norharman; Norharmane; 244-63-3; beta-Carboline; 2,9-Diazafluorene; Carbazoline; 9H-Beta-carboline; 2-Azacarbazole; 9H-Pyrido(3,4-B)indole; .beta.-Carboline; Carbazoline (VAN); b-carboline; beta Carboline; 2H-Pyrido[3,4-b]indole; UNII-94HMA1I78O; CCRIS 6915; CHEBI:109895; EINECS 205-959-0; NSC 84417; BRN 0128414; MLS000069651; 94HMA1I78O; CHEMBL275224; AIFRHYZBTHREPW-UHFFFAOYSA-N; Norharman, 98%; SMR000058207; AK-25655; N-8720; N-8700; 244-66-6; SR-01000000213; 9h-; Prestwick_363; Norharmane, 98%; zlchem 7

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)

168.19

Logarithm of the Partition Coefficient (xlogp)

3.2

Rotatable Bond Count (rotbonds)

Hydrogen Bond Donor Count (hbonddonor)

Hydrogen Bond Acceptor Count (hbondacc)

Chemical Identifiers

Formula: C11H8N2
IUPAC Name: 9H-pyrido[3,4-b]indole
Canonical SMILES: C1=CC=C2C(=C1)C3=C(N2)C=NC=C3
InChI: InChI=1S/C11H8N2/c1-2-4-10-8(3-1)9-5-6-12-7-11(9)13-10/h1-7,13H
InChIKey: AIFRHYZBTHREPW-UHFFFAOYSA-N

Cross-matching ID

PubChem CID: 64961
ChEBI ID: CHEMBL275224
CAS Number: 244-63-3
TTD ID: D0R6FJ

Drug-Molecule Activity Atlas (DMA)^NEW

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Drug ADMET Endpoint Profile (DAE)^NEW

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Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
GABA(A) receptor alpha-1 (GABRA1)	TT1MPAY	GBRA1_HUMAN	Inhibitor	[2]
Gamma-aminobutyric acid receptor (GAR)	TTNJYV2	NOUNIPROTAC	Inhibitor	[2]

Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
Poly polymerase 1 (PARP1)	OT310QSG	PARP1_HUMAN	Protein Interaction/Cellular Processes	[3]
Solute carrier family 22 member 1 (SLC22A1)	OT7817I4	S22A1_HUMAN	Gene/Protein Processing	[4]
Solute carrier family 22 member 2 (SLC22A2)	OTGFK1AL	S22A2_HUMAN	Gene/Protein Processing	[4]
Solute carrier family 22 member 3 (SLC22A3)	OTQYGVXX	S22A3_HUMAN	Gene/Protein Processing	[4]

Molecular Interaction Atlas (MIA)

MIA Detail

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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: 8222).
2	Synthesis of novel 3-substituted beta-carbolines as benzodiazepine receptor ligands: probing the benzodiazepine receptor pharmacophore. J Med Chem. 1988 Sep;31(9):1854-61.
3	Heterocyclic aromatic amines induce Neuro-2a cells cytotoxicity through oxidative stress-mediated mitochondria-dependent apoptotic signals. Food Chem Toxicol. 2022 Oct;168:113376. doi: 10.1016/j.fct.2022.113376. Epub 2022 Aug 17.
4	Inhibition of organic cation transporter (OCT) activities by carcinogenic heterocyclic aromatic amines. Toxicol In Vitro. 2019 Feb;54:10-22. doi: 10.1016/j.tiv.2018.08.015. Epub 2018 Sep 3.