(2R)-2-(3-Biphenylyl)-N-{(2R)-2-hydroxy-3-[(2-pyridinylsulfonyl)amino]propyl}-4-methylpentanamide

Identification

Generic Name
(2R)-2-(3-Biphenylyl)-N-{(2R)-2-hydroxy-3-[(2-pyridinylsulfonyl)amino]propyl}-4-methylpentanamide
DrugBank Accession Number
DB04244
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 481.607
Monoisotopic: 481.203527185
Chemical Formula
C26H31N3O4S
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UCathepsin KNot AvailableHumans
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Biphenyls and derivatives
Direct Parent
Biphenyls and derivatives
Alternative Parents
Pyridinesulfonamides / Phenylacetamides / Organosulfonamides / N-acyl amines / Heteroaromatic compounds / Aminosulfonyl compounds / Secondary carboxylic acid amides / Secondary alcohols / Azacyclic compounds / Organonitrogen compounds
show 3 more
Substituents
Alcohol / Aminosulfonyl compound / Aromatic heteromonocyclic compound / Azacycle / Biphenyl / Carbonyl group / Carboxamide group / Carboxylic acid derivative / Fatty acyl / Fatty amide
show 19 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
YCDHZDINQZLSRR-DNQXCXABSA-N
InChI
InChI=1S/C26H31N3O4S/c1-19(2)15-24(22-12-8-11-21(16-22)20-9-4-3-5-10-20)26(31)28-17-23(30)18-29-34(32,33)25-13-6-7-14-27-25/h3-14,16,19,23-24,29-30H,15,17-18H2,1-2H3,(H,28,31)/t23-,24-/m1/s1
IUPAC Name
(2R)-2-{[1,1'-biphenyl]-3-yl}-N-[(2R)-2-hydroxy-3-(pyridine-2-sulfonamido)propyl]-4-methylpentanamide
SMILES
[H]N(C[C@@H](O)CN([H])S(=O)(=O)C1=CC=CC=N1)C(=O)[C@H](CC(C)C)C1=CC=CC(=C1)C1=CC=CC=C1

References

General References
Not Available
PubChem Compound
5288593
PubChem Substance
46506469
ChemSpider
4450723
ZINC
ZINC000003870500
PDBe Ligand
I10
PDB Entries
1bgo

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.00252 mg/mLALOGPS
logP2.81ALOGPS
logP3.77Chemaxon
logS-5.3ALOGPS
pKa (Strongest Acidic)8.86Chemaxon
pKa (Strongest Basic)-0.73Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area108.39 Å2Chemaxon
Rotatable Bond Count10Chemaxon
Refractivity132.81 m3·mol-1Chemaxon
Polarizability52.53 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9471
Blood Brain Barrier-0.6459
Caco-2 permeable-0.6724
P-glycoprotein substrateSubstrate0.5
P-glycoprotein inhibitor INon-inhibitor0.5334
P-glycoprotein inhibitor IINon-inhibitor0.8792
Renal organic cation transporterNon-inhibitor0.9353
CYP450 2C9 substrateNon-substrate0.7419
CYP450 2D6 substrateNon-substrate0.8049
CYP450 3A4 substrateNon-substrate0.5771
CYP450 1A2 substrateNon-inhibitor0.8717
CYP450 2C9 inhibitorNon-inhibitor0.6566
CYP450 2D6 inhibitorNon-inhibitor0.8749
CYP450 2C19 inhibitorNon-inhibitor0.6275
CYP450 3A4 inhibitorNon-inhibitor0.6154
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7382
Ames testNon AMES toxic0.682
CarcinogenicityNon-carcinogens0.5806
BiodegradationNot ready biodegradable0.9932
Rat acute toxicity2.4446 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9927
hERG inhibition (predictor II)Non-inhibitor0.6826
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-0060900000-1561ebee69416338fc94
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-0460900000-6dc3b2a15ed1ba8f185c
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-1930100000-dcf3bc433def52c881d1
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-2793200000-a8b56499c0f20aeb21b0
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-1940100000-bae11ec2894ba78258b1
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-003r-2941000000-bd44da63e81f65cc74fa
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-201.15074
predicted
DeepCCS 1.0 (2019)
[M+H]+203.16058
predicted
DeepCCS 1.0 (2019)
[M+Na]+209.07314
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Humans
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 i...
Gene Name
CTSK
Uniprot ID
P43235
Uniprot Name
Cathepsin K
Molecular Weight
36965.82 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. [Article]
  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. [Article]
  3. 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. [Article]

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52