2-[2-ETHANESULFONYLAMINO-3-(1H-INDOL-3-YL)-PROPIONYLAMINO]-PENTANEDIOIC ACID 5-AMIDE 1-(4-CARBAMIM IDOYL-BENZYLAMIDE)

Identification

Name
2-[2-ETHANESULFONYLAMINO-3-(1H-INDOL-3-YL)-PROPIONYLAMINO]-PENTANEDIOIC ACID 5-AMIDE 1-(4-CARBAMIM IDOYL-BENZYLAMIDE)
Accession Number
DB04758
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: 555.649
Monoisotopic: 555.226387891
Chemical Formula
C26H33N7O5S
InChI Key
FJGWLOKDOKYXMU-FCHUYYIVSA-N
InChI
InChI=1S/C26H33N7O5S/c1-2-39(37,38)33-22(13-18-15-30-20-6-4-3-5-19(18)20)26(36)32-21(11-12-23(27)34)25(35)31-14-16-7-9-17(10-8-16)24(28)29/h3-10,15,21-22,30,33H,2,11-14H2,1H3,(H2,27,34)(H3,28,29)(H,31,35)(H,32,36)/t21-,22+/m0/s1
IUPAC Name
(2S)-N-[(4-carbamimidoylphenyl)methyl]-2-[(2R)-2-ethanesulfonamido-3-(1H-indol-3-yl)propanamido]pentanediamide
SMILES
CCS(=O)(=O)N[[email protected]](CC1=CNC2=CC=CC=C12)C(=O)N[[email protected]@H](CCC(N)=O)C(=O)NCC1=CC=C(C=C1)C(N)=N

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UCoagulation factor VIINot AvailableHuman
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
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
5326883
PubChem Substance
46508470
ChemSpider
4484175
HET
P5B
PDB Entries
1wun

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 Solubility0.0212 mg/mLALOGPS
logP0.29ALOGPS
logP-1ChemAxon
logS-4.4ALOGPS
pKa (Strongest Acidic)9.65ChemAxon
pKa (Strongest Basic)11.4ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area213.12 Å2ChemAxon
Rotatable Bond Count13ChemAxon
Refractivity157.03 m3·mol-1ChemAxon
Polarizability57.15 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.69
Caco-2 permeable-0.7312
P-glycoprotein substrateSubstrate0.7428
P-glycoprotein inhibitor INon-inhibitor0.8727
P-glycoprotein inhibitor IINon-inhibitor0.9822
Renal organic cation transporterNon-inhibitor0.7497
CYP450 2C9 substrateNon-substrate0.652
CYP450 2D6 substrateNon-substrate0.7988
CYP450 3A4 substrateNon-substrate0.5731
CYP450 1A2 substrateNon-inhibitor0.7816
CYP450 2C9 inhibitorNon-inhibitor0.7028
CYP450 2D6 inhibitorNon-inhibitor0.8147
CYP450 2C19 inhibitorNon-inhibitor0.6597
CYP450 3A4 inhibitorNon-inhibitor0.6911
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6709
Ames testNon AMES toxic0.6058
CarcinogenicityNon-carcinogens0.7795
BiodegradationNot ready biodegradable0.9953
Rat acute toxicity2.4945 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9197
hERG inhibition (predictor II)Non-inhibitor0.6477
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
Glutamine and derivatives / N-acyl-alpha amino acids and derivatives / Alpha amino acid amides / Tryptamines and derivatives / 3-alkylindoles / Organosulfonamides / Organic sulfonamides / Benzene and substituted derivatives / N-acyl amines / Substituted pyrroles
show 11 more
Substituents
Alpha-dipeptide / Glutamine or derivatives / N-acyl-alpha amino acid or derivatives / Alpha-amino acid amide / Triptan / N-substituted-alpha-amino acid / Alpha-amino acid or derivatives / 3-alkylindole / Indole / Indole or derivatives
show 32 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Serine-type peptidase activity
Specific Function
Initiates the extrinsic pathway of blood coagulation. Serine protease that circulates in the blood in a zymogen form. Factor VII is converted to factor VIIa by factor Xa, factor XIIa, factor IXa, o...
Gene Name
F7
Uniprot ID
P08709
Uniprot Name
Coagulation factor VII
Molecular Weight
51593.465 Da

Drug created on September 11, 2007 11:49 / Updated on December 01, 2017 15:32