Identification
Name[2-(5-MERCAPTO-[1,3,4]THIADIAZOL-2-YLCARBAMOYL)-1-PHENYL-ETHYL]-CARBAMIC ACID BENZYL ESTER
Accession NumberDB07987
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
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
CategoriesNot Available
UNIINot Available
CAS numberNot Available
WeightAverage: 414.501
Monoisotopic: 414.082031842
Chemical FormulaC19H18N4O3S2
InChI KeyAWAKNMKLVLWIIQ-OAHLLOKOSA-N
InChI
InChI=1S/C19H18N4O3S2/c24-16(21-17-22-23-19(27)28-17)11-15(14-9-5-2-6-10-14)20-18(25)26-12-13-7-3-1-4-8-13/h1-10,15H,11-12H2,(H,20,25)(H,23,27)(H,21,22,24)/t15-/m1/s1
IUPAC Name
benzyl N-[(1R)-1-phenyl-2-[(5-sulfanyl-1,3,4-thiadiazol-2-yl)carbamoyl]ethyl]carbamate
SMILES
[H][C@](CC(=O)NC1=NN=C(S)S1)(NC(=O)OCC1=CC=CC=C1)C1=CC=CC=C1
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Stromelysin-1ProteinunknownNot AvailableHumanP08254 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 ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
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 PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.00306 mg/mLALOGPS
logP3.56ALOGPS
logP3.71ChemAxon
logS-5.1ALOGPS
pKa (Strongest Acidic)6.8ChemAxon
pKa (Strongest Basic)-1.4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area93.21 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity111.23 m3·mol-1ChemAxon
Polarizability42.23 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9069
Blood Brain Barrier+0.9252
Caco-2 permeable-0.6323
P-glycoprotein substrateNon-substrate0.7298
P-glycoprotein inhibitor INon-inhibitor0.5345
P-glycoprotein inhibitor IINon-inhibitor0.8609
Renal organic cation transporterNon-inhibitor0.8311
CYP450 2C9 substrateNon-substrate0.8301
CYP450 2D6 substrateNon-substrate0.8171
CYP450 3A4 substrateNon-substrate0.6491
CYP450 1A2 substrateInhibitor0.5094
CYP450 2C9 inhibitorInhibitor0.6086
CYP450 2D6 inhibitorNon-inhibitor0.7487
CYP450 2C19 inhibitorInhibitor0.7256
CYP450 3A4 inhibitorInhibitor0.5519
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.9297
Ames testNon AMES toxic0.6266
CarcinogenicityNon-carcinogens0.807
BiodegradationNot ready biodegradable0.9465
Rat acute toxicity2.4313 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.992
hERG inhibition (predictor II)Non-inhibitor0.7795
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
Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganic acids and derivatives
Sub ClassCarboxylic acids and derivatives
Direct ParentBeta amino acids and derivatives
Alternative ParentsBenzyloxycarbonyls / N-arylamides / Fatty amides / Thiadiazoles / Heteroaromatic compounds / Carbamate esters / Secondary carboxylic acid amides / Azacyclic compounds / Organosulfur compounds / Organopnictogen compounds
SubstituentsBeta amino acid or derivatives / Benzyloxycarbonyl / N-arylamide / Monocyclic benzene moiety / Fatty amide / Fatty acyl / Benzenoid / Azole / Heteroaromatic compound / Thiadiazole
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptorscarbamate ester, thiadiazoles (CHEBI:43401 )

Targets

Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Zinc ion binding
Specific Function:
Can degrade fibronectin, laminin, gelatins of type I, III, IV, and V; collagens III, IV, X, and IX, and cartilage proteoglycans. Activates procollagenase.
Gene Name:
MMP3
Uniprot ID:
P08254
Uniprot Name:
Stromelysin-1
Molecular Weight:
53976.84 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]
Drug created on September 15, 2010 15:27 / Updated on June 11, 2017 21:13