Identification
NameCyanamide
Accession NumberDB02679  (EXPT00971)
TypeSmall Molecule
GroupsExperimental
Description

A cyanide compound which has been used as a fertilizer, defoliant and in many manufacturing processes. It often occurs as the calcium salt, sometimes also referred to as cyanamide. The citrated calcium salt is used in the treatment of alcoholism. [PubChem]

Structure
Thumb
SynonymsNot Available
External IDs Not Available
Product Ingredients Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
Categories
UNII21CP7826LC
CAS number420-04-2
WeightAverage: 42.04
Monoisotopic: 42.021798074
Chemical FormulaCH2N2
InChI KeyXZMCDFZZKTWFGF-UHFFFAOYSA-N
InChI
InChI=1S/CH2N2/c2-1-3/h2H2
IUPAC Name
aminoformonitrile
SMILES
NC#N
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Carbonic anhydrase 2ProteinunknownNot AvailableHumanP00918 details
Cathepsin KProteinunknownNot AvailableHumanP43235 details
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions Not Available
Food InteractionsNot Available
References
Synthesis Reference

Joachim Ebeling, "Process for the preparation of calcium cyanamide." U.S. Patent US4849197, issued July, 1931.

US4849197
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Clinical Trials
Clinical Trials Not Available
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental Properties
PropertyValueSource
melting point (°C)44 °CPhysProp
boiling point (°C)83 °C at 5.00E-01 mm HgPhysProp
water solubility5E+005 mg/L (at 25 °C)SHIU,WY ET AL. (1990)
logP-0.82TOMLIN,C (1994)
pKa1.03 (at 25 °C)FORGIONE,PS (1987)
Predicted Properties
PropertyValueSource
Water Solubility27.4 mg/mLALOGPS
logP-0.86ALOGPS
logP-0.64ChemAxon
logS-0.19ALOGPS
pKa (Strongest Acidic)10.87ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area49.81 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity10.88 m3·mol-1ChemAxon
Polarizability3.68 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9191
Blood Brain Barrier+0.9102
Caco-2 permeable+0.5777
P-glycoprotein substrateNon-substrate0.8947
P-glycoprotein inhibitor INon-inhibitor0.9851
P-glycoprotein inhibitor IINon-inhibitor0.9805
Renal organic cation transporterNon-inhibitor0.8922
CYP450 2C9 substrateNon-substrate0.8712
CYP450 2D6 substrateNon-substrate0.8051
CYP450 3A4 substrateNon-substrate0.8581
CYP450 1A2 substrateNon-inhibitor0.9431
CYP450 2C9 inhibitorNon-inhibitor0.8919
CYP450 2D6 inhibitorNon-inhibitor0.9802
CYP450 2C19 inhibitorNon-inhibitor0.9602
CYP450 3A4 inhibitorNon-inhibitor0.8841
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8885
Ames testNon AMES toxic0.9315
CarcinogenicityCarcinogens 0.5204
BiodegradationReady biodegradable0.7482
Rat acute toxicity2.4961 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9484
hERG inhibition (predictor II)Non-inhibitor0.9767
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Spectra
Mass Spec (NIST)Not Available
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
MSMass Spectrum (Electron Ionization)splash10-0006-9000000000-817e18f9f536d9b71cdbView in MoNA
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as monoalkylamines. These are organic compounds containing an primary aliphatic amine group.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassAmines
Direct ParentMonoalkylamines
Alternative ParentsOrganopnictogen compounds / Hydrocarbon derivatives
SubstituentsOrganopnictogen compound / Hydrocarbon derivative / Primary aliphatic amine / Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptorsone-carbon compound, nitrile (CHEBI:16698 ) / Pesticides (C01566 ) / a small molecule (CPD-657 )

Targets

Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Zinc ion binding
Specific Function:
Essential for bone resorption and osteoclast differentiation (By similarity). Reversible hydration of carbon dioxide. Can hydrate cyanamide to urea. Involved in the regulation of fluid secretion into the anterior chamber of the eye. Contributes to intracellular pH regulation in the duodenal upper villous epithelium during proton-coupled peptide absorption. Stimulates the chloride-bicarbonate ex...
Gene Name:
CA2
Uniprot ID:
P00918
Molecular Weight:
29245.895 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Proteoglycan binding
Specific Function:
Closely involved in osteoclastic bone resorption and may participate partially in the disorder of bone remodeling. Displays potent endoprotease activity against fibrinogen at acid pH. May play an important role in extracellular matrix degradation.
Gene Name:
CTSK
Uniprot ID:
P43235
Molecular Weight:
36965.82 Da
References
  1. Barrett DG, Deaton DN, Hassell AM, McFadyen RB, Miller AB, Miller LR, Payne JA, Shewchuk LM, Willard DH Jr, Wright LL: Acyclic cyanamide-based inhibitors of cathepsin K. Bioorg Med Chem Lett. 2005 Jun 15;15(12):3039-43. [PubMed:15896958 ]
Drug created on June 13, 2005 07:24 / Updated on July 07, 2017 03:04