1-{2-[(4-CHLOROPHENYL)AMINO]-2-OXOETHYL}-N-(1-ISOPROPYLPIPERIDIN-4-YL)-1H-INDOLE-2-CARBOXAMIDE

Identification

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Name
1-{2-[(4-CHLOROPHENYL)AMINO]-2-OXOETHYL}-N-(1-ISOPROPYLPIPERIDIN-4-YL)-1H-INDOLE-2-CARBOXAMIDE
Accession Number
DB07974
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: 452.976
Monoisotopic: 452.197903899
Chemical Formula
C25H29ClN4O2
InChI Key
BDLMBQRBNPDCSS-UHFFFAOYSA-N
InChI
InChI=1S/C25H29ClN4O2/c1-17(2)29-13-11-21(12-14-29)28-25(32)23-15-18-5-3-4-6-22(18)30(23)16-24(31)27-20-9-7-19(26)8-10-20/h3-10,15,17,21H,11-14,16H2,1-2H3,(H,27,31)(H,28,32)
IUPAC Name
1-{[(4-chlorophenyl)carbamoyl]methyl}-N-[1-(propan-2-yl)piperidin-4-yl]-1H-indole-2-carboxamide
SMILES
CC(C)N1CCC(CC1)NC(=O)C1=CC2=C(C=CC=C2)N1CC(=O)NC1=CC=C(Cl)C=C1

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
6540268
PubChem Substance
99444445
ChemSpider
5022667
BindingDB
12400
ChEMBL
CHEMBL368238
HET
IIE
PDB Entries
2bqw

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 Solubility0.00697 mg/mLALOGPS
logP4.49ALOGPS
logP3.61ChemAxon
logS-4.8ALOGPS
pKa (Strongest Acidic)13.29ChemAxon
pKa (Strongest Basic)9.15ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.37 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity129.68 m3·mol-1ChemAxon
Polarizability48.6 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9872
Blood Brain Barrier-0.5915
Caco-2 permeable-0.6257
P-glycoprotein substrateSubstrate0.8449
P-glycoprotein inhibitor IInhibitor0.9395
P-glycoprotein inhibitor IIInhibitor0.8491
Renal organic cation transporterNon-inhibitor0.5418
CYP450 2C9 substrateNon-substrate0.8401
CYP450 2D6 substrateNon-substrate0.7184
CYP450 3A4 substrateSubstrate0.8017
CYP450 1A2 substrateNon-inhibitor0.7785
CYP450 2C9 inhibitorInhibitor0.63
CYP450 2D6 inhibitorNon-inhibitor0.5856
CYP450 2C19 inhibitorInhibitor0.8634
CYP450 3A4 inhibitorInhibitor0.6615
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.8553
Ames testNon AMES toxic0.7242
CarcinogenicityNon-carcinogens0.8268
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.6806 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8467
hERG inhibition (predictor II)Inhibitor0.8721
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 indolecarboxamides and derivatives. These are compounds containing a carboxamide group attached to an indole.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Indoles and derivatives
Sub Class
Indolecarboxylic acids and derivatives
Direct Parent
Indolecarboxamides and derivatives
Alternative Parents
N-alkylindoles / Anilides / Indoles / 2-heteroaryl carboxamides / Pyrrole carboxamides / N-arylamides / Chlorobenzenes / Substituted pyrroles / Aryl chlorides / Piperidines
show 10 more
Substituents
Indolecarboxamide derivative / N-alkylindole / Indole / Anilide / 2-heteroaryl carboxamide / Pyrrole-2-carboxamide / Pyrrole-2-carboxylic acid or derivatives / N-arylamide / Chlorobenzene / Halobenzene
show 27 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
monochlorobenzenes, indolecarboxamide, amidopiperidine (CHEBI:47487)

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 15:27 / Updated on December 02, 2019 07:58