Details of the Drug

General Information of Drug (ID: DM1TJ8F)

• Drug Name: Diethylcarbamazine
• Synonyms: Bitirazine; Camin; Caracide; Carbamazine; Carbilazine; Caricide; Cypip; Decacide; Diaethylcarbamazinum; Diethylcarbamazinum; Dietilcarbamazina; Ethodryl; Luxuran; Notezine; Spatonin; Diethyl carbamazine; Ditrazine Base; Banocide (TN); Camin (TN); Carbilazine (TN); Caricide (TN); Cypip (TN); Diethylcarbamazine (INN); Diethylcarbamazine [INN:BAN]; Diethylcarbamazinum [INN-Latin]; Dietilcarbamazina [INN-Spanish]; Ethodryl (TN); FR-1031; Filaribits (TN); Forte (TN); Hetrazan (TN); Spatonin (TN); N,N-Diethyl-4-methyl-1-piperazinecarboxamide; N,N-diethyl-4-methylpiperazine-1-carboxamide; 1-Diethylcarbamyl-4-methylpiperazine; 84L

Indication

Disease Entry	ICD 11	Status	REF
Elephantiasis	N.A.	Approved	[1]
Loiasis	N.A.	Approved	[1]
Lymphatic filariasis	1F66.3	Approved	[2]
Onchocerciasis	1F6A	Approved	[1]

• Therapeutic Class: Anthelmintics
• Affected Organisms: Humans and other mammalsParasitic nematodes and other roundworms
• ATC Code:
  P02CB02: Diethylcarbamazine
  P02CB: Piperazine and derivatives
  P02C: ANTINEMATODAL AGENTS
  P02: ANTHELMINTICS
  P: ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
• Drug Type: Small molecular drug
• #Ro5 Violations (Lipinski): 0:
  Molecular Weight (mw); 199.29
  Logarithm of the Partition Coefficient (xlogp); 0.3
  Rotatable Bond Count (rotbonds); 2
  Hydrogen Bond Donor Count (hbonddonor); 0
  Hydrogen Bond Acceptor Count (hbondacc); 2
• ADMET Property:
  Absorption: The drug is rapidly absorbed following oral administration []
  Elimination: 35% of drug is excreted from urine in the unchanged form [3]
  Half-life: The concentration or amount of drug in body reduced by one-half in 8 hours [4]
  MRTD: The Maximum Recommended Therapeutic Dose (MRTD) of drug that ensured maximising efficacy and moderate side effect is 30.10562 micromolar/kg/day [5]
  Water Solubility: The ability of drug to dissolve in water is measured as 63.7 mg/mL [3]
• Chemical Identifiers:
  Formula: C10H21N3O
  IUPAC Name: N,N-diethyl-4-methylpiperazine-1-carboxamide
  Canonical SMILES: CCN(CC)C(=O)N1CCN(CC1)C
  InChI: InChI=1S/C10H21N3O/c1-4-12(5-2)10(14)13-8-6-11(3)7-9-13/h4-9H2,1-3H3
  InChIKey: RCKMWOKWVGPNJF-UHFFFAOYSA-N
• Cross-matching ID:
  PubChem CID: 3052
  ChEBI ID: CHEMBL4527
  CAS Number: 90-89-1
  UNII: V867Q8X3ZD
  DrugBank ID: DB00711
  TTD ID: D06RCB
• 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
• Repurposed Drugs (RPD): Click to Jump to the Detailed RPD Information of This Drug

Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
Arachidonate 5-lipoxygenase (5-LOX)	TT2J34L	LOX5_HUMAN	Inhibitor	[6]

Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
Cytochrome P450 2C19 (CYP2C19)	OTFMJYYE	CP2CJ_HUMAN	Gene/Protein Processing	[7]

Molecular Expression Atlas of This Drug

• The Studied Disease: Elephantiasis

Molecule Name	Molecule Type	Gene Name	p-value	Fold-Change	Z-score
Arachidonate 5-lipoxygenase (5-LOX)	DTT	ALOX5	4.15E-01	-0.06	-0.15

References

• [1] Diethylcarbamazine FDA Label
• [2] Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services. 2015
• [3] BDDCS applied to over 900 drugs
• [4] Trend Analysis of a Database of Intravenous Pharmacokinetic Parameters in Humans for 1352 Drug Compounds
• [5] Estimating the safe starting dose in phase I clinical trials and no observed effect level based on QSAR modeling of the human maximum recommended daily dose
• [6] Inhibition of leukotriene formation by diethylcarbamazine modifies the acid-base balance in the rabbits with blast injuries of the lungs. Vojnosanit Pregl. 1999 May-Jun;56(3):243-7.
• [7] Application of higher throughput screening (HTS) inhibition assays to evaluate the interaction of antiparasitic drugs with cytochrome P450s. Drug Metab Dispos. 2001 Jan;29(1):30-5.