6-CHLORO-N-{(3S)-1-[(1S)-1-METHYL-2-(4-MORPHOLINYL)-2-OXO ETHYL]-2-OXO-3-PYRROLIDINYL}-2-NAPHTHALENESULFONAMIDE

Identification

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Name
6-CHLORO-N-{(3S)-1-[(1S)-1-METHYL-2-(4-MORPHOLINYL)-2-OXO ETHYL]-2-OXO-3-PYRROLIDINYL}-2-NAPHTHALENESULFONAMIDE
Accession Number
DB07847
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 465.95
Monoisotopic: 465.11251929
Chemical Formula
C21H24ClN3O5S
InChI Key
ICLOZQFWTRAYPX-LIRRHRJNSA-N
InChI
InChI=1S/C21H24ClN3O5S/c1-14(20(26)24-8-10-30-11-9-24)25-7-6-19(21(25)27)23-31(28,29)18-5-3-15-12-17(22)4-2-16(15)13-18/h2-5,12-14,19,23H,6-11H2,1H3/t14-,19-/m0/s1
IUPAC Name
6-chloro-N-[(3S)-1-[(2S)-1-(morpholin-4-yl)-1-oxopropan-2-yl]-2-oxopyrrolidin-3-yl]naphthalene-2-sulfonamide
SMILES
[H][C@@](C)(N1CC[C@]([H])(NS(=O)(=O)C2=CC3=CC=C(Cl)C=C3C=C2)C1=O)C(=O)N1CCOCC1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UCoagulation factor XNot 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
Toxicity
Not Available
Affected organisms
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

References

General References
Not Available
External Links
PubChem Compound
6852168
PubChem Substance
99444318
ChemSpider
5254623
BindingDB
12538
ChEMBL
CHEMBL385587
HET
GSK
PDB Entries
2cji

Clinical Trials

Clinical Trials
Not Available

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 Solubility0.0978 mg/mLALOGPS
logP1.45ALOGPS
logP1.08ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)10.04ChemAxon
pKa (Strongest Basic)-3.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area96.02 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity115.98 m3·mol-1ChemAxon
Polarizability46.71 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9972
Blood Brain Barrier+0.5954
Caco-2 permeable-0.69
P-glycoprotein substrateSubstrate0.728
P-glycoprotein inhibitor IInhibitor0.5774
P-glycoprotein inhibitor IINon-inhibitor0.913
Renal organic cation transporterNon-inhibitor0.7384
CYP450 2C9 substrateNon-substrate0.6109
CYP450 2D6 substrateNon-substrate0.7778
CYP450 3A4 substrateSubstrate0.6834
CYP450 1A2 substrateNon-inhibitor0.8118
CYP450 2C9 inhibitorNon-inhibitor0.5414
CYP450 2D6 inhibitorNon-inhibitor0.8227
CYP450 2C19 inhibitorInhibitor0.5969
CYP450 3A4 inhibitorNon-inhibitor0.7559
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.5461
Ames testNon AMES toxic0.5964
CarcinogenicityNon-carcinogens0.7369
BiodegradationNot ready biodegradable0.9779
Rat acute toxicity2.4877 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8026
hERG inhibition (predictor II)Inhibitor0.6143
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/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Dipeptides
Alternative Parents
2-naphthalene sulfonamides / 2-naphthalene sulfonic acids and derivatives / Chloronaphthalenes / Alpha amino acids and derivatives / Pyrrolidine-2-ones / Organosulfonamides / Aryl chlorides / N-alkylpyrrolidines / Morpholines / Tertiary carboxylic acid amides
show 11 more
Substituents
Alpha-dipeptide / 2-naphthalene sulfonamide / Naphthalene sulfonamide / 2-naphthalene sulfonic acid or derivatives / Naphthalene sulfonic acid or derivatives / Chloronaphthalene / Alpha-amino acid or derivatives / Naphthalene / Aryl chloride / Aryl halide
show 32 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
sulfonamide, organochlorine compound, naphthalenes, morpholines, pyrrolidin-2-ones (CHEBI:47441)

Targets

Details
1. Coagulation factor X
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Serine-type endopeptidase activity
Specific Function
Factor Xa is a vitamin K-dependent glycoprotein that converts prothrombin to thrombin in the presence of factor Va, calcium and phospholipid during blood clotting.
Gene Name
F10
Uniprot ID
P00742
Uniprot Name
Coagulation factor X
Molecular Weight
54731.255 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 15:26 / Updated on December 02, 2019 07:55