NAV

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

Identification

Generic Name
3-CYCLOHEXYL-1-(2-MORPHOLIN-4-YL-2-OXOETHYL)-2-PHENYL-1H-INDOLE-6-CARBOXYLIC ACID
DrugBank Accession Number
DB07570
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 446.5381
Monoisotopic: 446.220557458
Chemical Formula
C27H30N2O4
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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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

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 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 / 2-phenylpyrrole / 3-alkylindole / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Carbonyl group / Carboxamide group / Carboxylic acid / Carboxylic acid derivative
show 21 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
monocarboxylic acid amide, morpholines, indolecarboxylic acid (CHEBI:41511)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
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

References

General References
Not Available
PubChem Compound
4369534
PubChem Substance
99444041
ChemSpider
3572069
BindingDB
50162108
ChEMBL
CHEMBL179532
ZINC
ZINC000013609946
PDBe Ligand
CMF
PDB Entries
2brk

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 Solubility0.00133 mg/mLALOGPS
logP4.75ALOGPS
logP4.54Chemaxon
logS-5.5ALOGPS
pKa (Strongest Acidic)3.62Chemaxon
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/MSsplash10-0002-0101900000-24daaa52bf6828a4a482
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-0003900000-09616c56811b1000f565
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-000b-1383900000-a6a20179223ef16cb414
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-0002900000-1fe21ea7cdea3eecf5fe
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0frb-0244900000-84823f4cb0e8f7535493
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-0093300000-b356bdc5f968fe469fde
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]-199.1082
predicted
DeepCCS 1.0 (2019)
[M+H]+201.50377
predicted
DeepCCS 1.0 (2019)
[M+Na]+207.52493
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Genome polyprotein
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. [Article]

Drug created at September 15, 2010 21:23 / Updated at June 12, 2020 16:52