NAV

3-Hydroxypropyl 3-[(7-carbamimidoyl-1-naphthyl)carbamoyl]benzenesulfonate

Identification

Generic Name
3-Hydroxypropyl 3-[(7-carbamimidoyl-1-naphthyl)carbamoyl]benzenesulfonate
DrugBank Accession Number
DB07022
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 427.474
Monoisotopic: 427.120191487
Chemical Formula
C21H21N3O5S
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UCoagulation factor XINot 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 benzenesulfonate esters. These are arenesulfonate esters that result from the formal condensation of the hydroxy group of an alcohol, enol, phenol or heteroarenol with benzenesulfonic acid.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzenesulfonic acids and derivatives
Direct Parent
Benzenesulfonate esters
Alternative Parents
Naphthalenes / Benzenesulfonyl compounds / Benzamides / Arylsulfonic acids and derivatives / Benzoyl derivatives / Organosulfonic acid esters / Sulfonyls / Secondary carboxylic acid amides / Carboximidamides / Carboxamidines
show 4 more
Substituents
Alcohol / Amidine / Aromatic homopolycyclic compound / Arylsulfonic acid or derivatives / Benzamide / Benzenesulfonate ester / Benzenesulfonyl group / Benzoic acid or derivatives / Benzoyl / Carboxamide group
show 18 more
Molecular Framework
Aromatic homopolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
PXERBGNIBOFZOW-UHFFFAOYSA-N
InChI
InChI=1S/C21H21N3O5S/c22-20(23)15-9-8-14-4-2-7-19(18(14)13-15)24-21(26)16-5-1-6-17(12-16)30(27,28)29-11-3-10-25/h1-2,4-9,12-13,25H,3,10-11H2,(H3,22,23)(H,24,26)
IUPAC Name
N-(7-carbamimidoylnaphthalen-1-yl)-3-[(3-hydroxypropoxy)sulfonyl]benzamide
SMILES
NC(=N)C1=CC2=C(NC(=O)C3=CC=CC(=C3)S(=O)(=O)OCCCO)C=CC=C2C=C1

References

General References
Not Available
PubChem Compound
11304895
PubChem Substance
99443493
ChemSpider
9479871
ZINC
ZINC000053683778
PDBe Ligand
367
PDB Entries
1zrk

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 Solubility0.0198 mg/mLALOGPS
logP1.71ALOGPS
logP1.9Chemaxon
logS-4.3ALOGPS
pKa (Strongest Acidic)14.11Chemaxon
pKa (Strongest Basic)11.24Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area142.57 Å2Chemaxon
Rotatable Bond Count8Chemaxon
Refractivity125.98 m3·mol-1Chemaxon
Polarizability44.97 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.6301
Blood Brain Barrier+0.9554
Caco-2 permeable-0.637
P-glycoprotein substrateNon-substrate0.6694
P-glycoprotein inhibitor INon-inhibitor0.8491
P-glycoprotein inhibitor IINon-inhibitor0.6299
Renal organic cation transporterNon-inhibitor0.8351
CYP450 2C9 substrateNon-substrate0.7132
CYP450 2D6 substrateNon-substrate0.8047
CYP450 3A4 substrateNon-substrate0.6418
CYP450 1A2 substrateNon-inhibitor0.7464
CYP450 2C9 inhibitorNon-inhibitor0.7125
CYP450 2D6 inhibitorNon-inhibitor0.8585
CYP450 2C19 inhibitorNon-inhibitor0.7293
CYP450 3A4 inhibitorNon-inhibitor0.8862
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8569
Ames testNon AMES toxic0.5382
CarcinogenicityCarcinogens 0.5123
BiodegradationNot ready biodegradable0.8516
Rat acute toxicity2.3961 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9876
hERG inhibition (predictor II)Non-inhibitor0.762
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/MSsplash10-0imi-0009500000-d5affabd9cce01206c51
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-016r-0009000000-2c9296f826048dfac447
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-016r-1019300000-0913a4dd8caee1a177fd
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udi-1009000000-94102625dbb99e1c018d
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-3419100000-728371b73936e01f861d
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-9411000000-f4a6bf18118d24dd3782
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]-196.29936
predicted
DeepCCS 1.0 (2019)
[M+H]+198.69493
predicted
DeepCCS 1.0 (2019)
[M+Na]+204.68166
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Coagulation factor XI
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Serine-type endopeptidase activity
Specific Function
Factor XI triggers the middle phase of the intrinsic pathway of blood coagulation by activating factor IX.
Gene Name
F11
Uniprot ID
P03951
Uniprot Name
Coagulation factor XI
Molecular Weight
70108.56 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. [Article]

Drug created at September 15, 2010 21:18 / Updated at June 12, 2020 16:52