Identification
NameTERT-BUTYL 4-({[4-(BUT-2-YN-1-YLAMINO)PHENYL]SULFONYL}METHYL)-4-[(HYDROXYAMINO)CARBONYL]PIPERIDINE-1-CARBOXYLATE
Accession NumberDB07013
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: 465.563
Monoisotopic: 465.193356429
Chemical FormulaC22H31N3O6S
InChI KeyRXFCFGLSOUOCEA-UHFFFAOYSA-N
InChI
InChI=1S/C22H31N3O6S/c1-5-6-13-23-17-7-9-18(10-8-17)32(29,30)16-22(19(26)24-28)11-14-25(15-12-22)20(27)31-21(2,3)4/h7-10,23,28H,11-16H2,1-4H3,(H,24,26)
IUPAC Name
tert-butyl 4-({4-[(but-2-yn-1-yl)amino]benzenesulfonyl}methyl)-4-(hydroxycarbamoyl)piperidine-1-carboxylate
SMILES
CC#CCNC1=CC=C(C=C1)S(=O)(=O)CC1(CCN(CC1)C(=O)OC(C)(C)C)C(=O)NO
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Collagenase 3ProteinunknownNot AvailableHumanP45452 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 Solubility0.0132 mg/mLALOGPS
logP1.93ALOGPS
logP1.65ChemAxon
logS-4.5ALOGPS
pKa (Strongest Acidic)8.83ChemAxon
pKa (Strongest Basic)0.91ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area125.04 Å2ChemAxon
Rotatable Bond Count9ChemAxon
Refractivity122.92 m3·mol-1ChemAxon
Polarizability49.54 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.5609
Blood Brain Barrier+0.7978
Caco-2 permeable-0.6231
P-glycoprotein substrateSubstrate0.7059
P-glycoprotein inhibitor IInhibitor0.7074
P-glycoprotein inhibitor IIInhibitor0.5208
Renal organic cation transporterNon-inhibitor0.8519
CYP450 2C9 substrateNon-substrate0.6426
CYP450 2D6 substrateNon-substrate0.8
CYP450 3A4 substrateSubstrate0.5666
CYP450 1A2 substrateNon-inhibitor0.7983
CYP450 2C9 inhibitorNon-inhibitor0.7248
CYP450 2D6 inhibitorNon-inhibitor0.8733
CYP450 2C19 inhibitorNon-inhibitor0.6656
CYP450 3A4 inhibitorNon-inhibitor0.6507
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7965
Ames testNon AMES toxic0.5854
CarcinogenicityNon-carcinogens0.6543
BiodegradationNot ready biodegradable0.9919
Rat acute toxicity2.6099 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9664
hERG inhibition (predictor II)Inhibitor0.6709
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as sulfonylanilines. These are compounds containing an aniline moiety, which is para-substituted by a sulfonyl group.
KingdomChemical entities
Super ClassOrganic compounds
ClassBenzenoids
Sub ClassBenzene and substituted derivatives
Direct ParentSulfonylanilines
Alternative ParentsPiperidinecarboxylic acids / Piperidinecarboxamides / Benzenesulfonyl compounds / Phenylalkylamines / Secondary alkylarylamines / Sulfones / Carbamate esters / Hydroxamic acids / Azacyclic compounds / Organopnictogen compounds
SubstituentsSulfonylaniline / Piperidinecarboxamide / Piperidinecarboxylic acid / Benzenesulfonyl group / Phenylalkylamine / Secondary aliphatic/aromatic amine / Piperidine / Sulfone / Carbamic acid ester / Sulfonyl
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Zinc ion binding
Specific Function:
Plays a role in the degradation of extracellular matrix proteins including fibrillar collagen, fibronectin, TNC and ACAN. Cleaves triple helical collagens, including type I, type II and type III collagen, but has the highest activity with soluble type II collagen. Can also degrade collagen type IV, type XIV and type X. May also function by activating or degrading key regulatory proteins, such a...
Gene Name:
MMP13
Uniprot ID:
P45452
Uniprot Name:
Collagenase 3
Molecular Weight:
53819.32 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 15:18 / Updated on June 11, 2017 21:04