5-N-Acetyl-3-(1-Ethylpropyl)-1-Cyclohexene-1-Carboxylic Acid

Identification

Name
5-N-Acetyl-3-(1-Ethylpropyl)-1-Cyclohexene-1-Carboxylic Acid
Accession Number
DB02600  (EXPT01528)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
External IDs
GS 4071 / GS-4071 / GS4071 / RO-64-0802 / RO-640802
Categories
Not Available
UNII
K6106LV5Q8
CAS number
Not Available
Weight
Average: 284.3514
Monoisotopic: 284.173607266
Chemical Formula
C14H24N2O4
InChI Key
NENPYTRHICXVCS-YNEHKIRRSA-N
InChI
InChI=1S/C14H24N2O4/c1-4-10(5-2)20-12-7-9(14(18)19)6-11(15)13(12)16-8(3)17/h7,10-13H,4-6,15H2,1-3H3,(H,16,17)(H,18,19)/t11-,12+,13+/m0/s1
IUPAC Name
(3R,4R,5S)-5-amino-4-[(1-hydroxyethylidene)amino]-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylic acid
SMILES
[H][[email protected]]1(N)CC(=C[[email protected]@]([H])(OC(CC)CC)[[email protected]]1([H])N=C(C)O)C(O)=O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UNeuraminidaseNot AvailableInfluenza A virus (strain A/Tern/Australia/G70C/1975 H11N9)
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
449381
PubChem Substance
46509088
ChemSpider
395929
BindingDB
4994
ChEBI
73139
ChEMBL
CHEMBL674
HET
G39
PDB Entries
2ht7 / 2ht8 / 2hu0 / 2hu4 / 2qwh / 2qwk / 2ya8 / 3cl0 / 3cl2 / 3k3a
show 21 more

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 Solubility0.635 mg/mLALOGPS
logP-1.2ALOGPS
logP-1ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)4.35ChemAxon
pKa (Strongest Basic)9.98ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area105.14 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity75.21 m3·mol-1ChemAxon
Polarizability30.79 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.6873
Blood Brain Barrier-0.9734
Caco-2 permeable-0.7604
P-glycoprotein substrateSubstrate0.6371
P-glycoprotein inhibitor INon-inhibitor0.7154
P-glycoprotein inhibitor IINon-inhibitor0.9696
Renal organic cation transporterNon-inhibitor0.9664
CYP450 2C9 substrateNon-substrate0.8731
CYP450 2D6 substrateNon-substrate0.8359
CYP450 3A4 substrateNon-substrate0.5248
CYP450 1A2 substrateNon-inhibitor0.9025
CYP450 2C9 inhibitorNon-inhibitor0.8743
CYP450 2D6 inhibitorNon-inhibitor0.9302
CYP450 2C19 inhibitorNon-inhibitor0.7786
CYP450 3A4 inhibitorNon-inhibitor0.8916
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9272
Ames testNon AMES toxic0.7984
CarcinogenicityNon-carcinogens0.8903
BiodegradationNot ready biodegradable0.8003
Rat acute toxicity2.2356 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9874
hERG inhibition (predictor II)Non-inhibitor0.9614
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
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-0fdk-0920000000-ebd3b7a6dbc1a91c2c11
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-001i-0490000000-55bc671ba85b777b9fc9
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-0f7a-0930000000-b367799eeb88fd39b6ef
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-000l-4900000000-d198e77b8f29418acf13
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-0006-9000000000-d56b3fc8de4e63a42b9b
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-0f6x-9400000000-c96f868b778849b23930
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-0002-0900000000-ce1e8686ffbb7473463b
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-001i-0390000000-3d155c49fbabbba63dab
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-0f72-0910000000-3841020b00d9c87ff079
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-001c-3910000000-5ea42e947ebe61a1d2a6
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-0006-9400000000-e928cd8a69f1a331ce45
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-0006-9400000000-76edcd72ecc7029871e5
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-0006-9300000000-56f6a78f1dcf3ec1b4ab
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-00kk-0980000000-5240c92086a08fed68aa
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-000i-0900000000-996218d290e0df10c061
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-000i-0900000000-8d92e077e1a1f6f7faad
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-000i-0900000000-6a55d96635b66f8c6405
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-00dr-0900000000-119827c0e93a7abde531
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-0002-0920000000-b1a24fc40b677ff4af4d
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-000j-0960000000-62ad76be7d834838a793
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-000j-0900000000-d46ab3fb2c26e3fb33b0
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-000i-2900000000-99215d0b1040baabcdb8
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-000l-4900000000-f9f46847e2babd00df1c
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-0076-9800000000-9d807e1128be003d4eee
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-0006-9400000000-1f8e4c5b7d8072606cc0
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-000b-0960000000-f7583fdf5396115adbb3
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-000j-0900000000-aac2bcfc75c752f889a0
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-000i-2900000000-7fa432fed302ed104d7b
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-000l-4900000000-f7f93b793501a6af313a
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-0076-8900000000-bf0818aa3027cf9028ce
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-0006-9400000000-81c8bac9c97487c581ce
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-0002-0920000000-b7b02e652034cabe7c6a
LC-MS/MS Spectrum - LC-APPI-QQ , positiveLC-MS/MSsplash10-0006-9100000000-96f63977a76f7f01b639
LC-MS/MS Spectrum - LC-APPI-QQ , positiveLC-MS/MSsplash10-0006-9400000000-8e68463ca57a33733c2a
LC-MS/MS Spectrum - LC-APPI-QQ , positiveLC-MS/MSsplash10-0076-8900000000-c35642c3aacc04c4879f
LC-MS/MS Spectrum - LC-APPI-QQ , positiveLC-MS/MSsplash10-000i-2900000000-664f867083856089e38e
LC-MS/MS Spectrum - LC-APPI-QQ , positiveLC-MS/MSsplash10-0012-0910000000-b00daf8acd53649707b0
LC-MS/MS Spectrum - LC-APPI-QQ , positiveLC-MS/MSsplash10-000i-0490000000-63fe7f4af373f0f3e14d

Taxonomy

Description
This compound belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Gamma amino acids and derivatives
Alternative Parents
Acetamides / Secondary carboxylic acid amides / Amino acids / Monocarboxylic acids and derivatives / Dialkyl ethers / Carboxylic acids / Organopnictogen compounds / Organic oxides / Monoalkylamines / Hydrocarbon derivatives
show 1 more
Substituents
Gamma amino acid or derivatives / Acetamide / Carboxamide group / Amino acid / Secondary carboxylic acid amide / Carboxylic acid / Dialkyl ether / Ether / Monocarboxylic acid or derivatives / Amine
show 11 more
Molecular Framework
Aliphatic homomonocyclic compounds
External Descriptors
acetate ester, primary amino compound, amino acid, cyclohexenecarboxylic acid (CHEBI:73139)

Targets

Kind
Protein
Organism
Influenza A virus (strain A/Tern/Australia/G70C/1975 H11N9)
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
Catalyzes the removal of terminal sialic acid residues from viral and cellular glycoconjugates. Cleaves off the terminal sialic acids on the glycosylated HA during virus budding to facilitate virus...
Gene Name
NA
Uniprot ID
P03472
Uniprot Name
Neuraminidase
Molecular Weight
52468.405 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]

Drug created on June 13, 2005 07:24 / Updated on December 01, 2017 15:00