3-CYCLOHEXYL-1-(2-MORPHOLIN-4-YL-2-OXOETHYL)-2-PHENYL-1H-INDOLE-6-CARBOXYLIC ACID

Identification

Name
3-CYCLOHEXYL-1-(2-MORPHOLIN-4-YL-2-OXOETHYL)-2-PHENYL-1H-INDOLE-6-CARBOXYLIC ACID
Accession Number
DB07570
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: 446.5381
Monoisotopic: 446.220557458
Chemical Formula
C27H30N2O4
InChI Key
ZKEZEXYKYHYIMQ-UHFFFAOYSA-N
InChI
InChI=1S/C27H30N2O4/c30-24(28-13-15-33-16-14-28)18-29-23-17-21(27(31)32)11-12-22(23)25(19-7-3-1-4-8-19)26(29)20-9-5-2-6-10-20/h2,5-6,9-12,17,19H,1,3-4,7-8,13-16,18H2,(H,31,32)
IUPAC Name
3-cyclohexyl-1-[2-(morpholin-4-yl)-2-oxoethyl]-2-phenyl-1H-indole-6-carboxylic acid
SMILES
OC(=O)C1=CC=C2C(=C1)N(CC(=O)N1CCOCC1)C(=C2C1CCCCC1)C1=CC=CC=C1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UGenome polyproteinNot AvailableHepatitis C virus genotype 1b (isolate BK)
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
4369534
PubChem Substance
99444041
ChemSpider
3572069
BindingDB
50162108
ChEMBL
CHEMBL179532
ZINC
ZINC000013609946
PDBe Ligand
CMF
PDB Entries
2brk

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 Solubility0.00133 mg/mLALOGPS
logP4.75ALOGPS
logP4.54ChemAxon
logS-5.5ALOGPS
pKa (Strongest Acidic)3.9ChemAxon
pKa (Strongest Basic)-4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area71.77 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity127.28 m3·mol-1ChemAxon
Polarizability49.78 Å3ChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9276
Blood Brain Barrier+0.6612
Caco-2 permeable-0.6401
P-glycoprotein substrateSubstrate0.5798
P-glycoprotein inhibitor IInhibitor0.5936
P-glycoprotein inhibitor IINon-inhibitor0.6269
Renal organic cation transporterNon-inhibitor0.655
CYP450 2C9 substrateNon-substrate0.8439
CYP450 2D6 substrateNon-substrate0.7419
CYP450 3A4 substrateNon-substrate0.5087
CYP450 1A2 substrateNon-inhibitor0.9298
CYP450 2C9 inhibitorNon-inhibitor0.6913
CYP450 2D6 inhibitorNon-inhibitor0.9745
CYP450 2C19 inhibitorNon-inhibitor0.6248
CYP450 3A4 inhibitorNon-inhibitor0.7499
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.5104
Ames testNon AMES toxic0.8265
CarcinogenicityNon-carcinogens0.9307
BiodegradationNot ready biodegradable0.9602
Rat acute toxicity2.2189 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9215
hERG inhibition (predictor II)Non-inhibitor0.6547
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 2-phenylindoles. These are indoles substituted at the 2-position with a phenyl group.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Indoles and derivatives
Sub Class
Indoles
Direct Parent
2-phenylindoles
Alternative Parents
Indolecarboxylic acids / Phenylpyrroles / 3-alkylindoles / N-alkylindoles / Benzene and substituted derivatives / Morpholines / Tertiary carboxylic acid amides / Heteroaromatic compounds / Oxacyclic compounds / Azacyclic compounds
show 8 more
Substituents
2-phenylindole / Indolecarboxylic acid / Indolecarboxylic acid derivative / 2-phenylpyrrole / N-alkylindole / 3-alkylindole / Monocyclic benzene moiety / Morpholine / Oxazinane / Benzenoid
show 21 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
monocarboxylic acid amide, morpholines, indolecarboxylic acid (CHEBI:41511)

Targets

Kind
Protein
Organism
Hepatitis C virus genotype 1b (isolate BK)
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Core protein packages viral RNA to form a viral nucleocapsid, and promotes virion budding. Modulates viral translation initiation by interacting with HCV IRES and 40S ribosomal subunit. Also regula...
Gene Name
Not Available
Uniprot ID
P26663
Uniprot Name
Genome polyprotein
Molecular Weight
327190.435 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 15:23 / Updated on March 01, 2020 20:00

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