4-[4-(2,5-DIOXO-PYRROLIDIN-1-YL)-PHENYLAMINO]-4-HYDROXY-BUTYRIC ACID

Identification

Name
4-[4-(2,5-DIOXO-PYRROLIDIN-1-YL)-PHENYLAMINO]-4-HYDROXY-BUTYRIC ACID
Accession Number
DB08378
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: 292.2872
Monoisotopic: 292.105921632
Chemical Formula
C14H16N2O5
InChI Key
SUETUOGYOWOLNJ-NSHDSACASA-N
InChI
InChI=1S/C14H16N2O5/c17-11(5-8-14(20)21)15-9-1-3-10(4-2-9)16-12(18)6-7-13(16)19/h1-4,11,15,17H,5-8H2,(H,20,21)/t11-/m0/s1
IUPAC Name
(4S)-4-{[4-(2,5-dioxopyrrolidin-1-yl)phenyl]amino}-4-hydroxybutanoic acid
SMILES
[H][[email protected]](O)(CCC(O)=O)NC1=CC=C(C=C1)N1C(=O)CCC1=O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UMyosin light chain 6BNot AvailableHuman
UMyosin regulatory light chain 12ANot AvailableHuman
UMyosin-7Not 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
46937145
PubChem Substance
99444849
ChemSpider
25058026
HET
PDM
PDB Entries
1kwo / 1l2o

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 Solubility2.03 mg/mLALOGPS
logP0.55ALOGPS
logP-0.23ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)4.21ChemAxon
pKa (Strongest Basic)0.91ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area106.94 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity73.83 m3·mol-1ChemAxon
Polarizability29.65 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.7397
Blood Brain Barrier+0.9377
Caco-2 permeable-0.6531
P-glycoprotein substrateNon-substrate0.6931
P-glycoprotein inhibitor INon-inhibitor0.961
P-glycoprotein inhibitor IINon-inhibitor0.8737
Renal organic cation transporterNon-inhibitor0.9038
CYP450 2C9 substrateNon-substrate0.7561
CYP450 2D6 substrateNon-substrate0.8758
CYP450 3A4 substrateNon-substrate0.6418
CYP450 1A2 substrateNon-inhibitor0.9306
CYP450 2C9 inhibitorNon-inhibitor0.9281
CYP450 2D6 inhibitorNon-inhibitor0.9146
CYP450 2C19 inhibitorNon-inhibitor0.9456
CYP450 3A4 inhibitorNon-inhibitor0.9401
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.983
Ames testNon AMES toxic0.9065
CarcinogenicityNon-carcinogens0.9116
BiodegradationNot ready biodegradable0.7119
Rat acute toxicity2.1932 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9887
hERG inhibition (predictor II)Non-inhibitor0.9591
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 GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
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 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
Phenylpyrrolidines / Phenylalkylamines / Secondary alkylarylamines / Pyrrolidine-2-ones / Benzene and substituted derivatives / N-substituted carboxylic acid imides / Pyrroles / Dicarboximides / Amino acids / Lactams
show 8 more
Substituents
Gamma amino acid or derivatives / 1-phenylpyrrolidine / Phenylalkylamine / Secondary aliphatic/aromatic amine / Monocyclic benzene moiety / Carboxylic acid imide, n-substituted / Pyrrolidone / 2-pyrrolidone / Benzenoid / Carboxylic acid imide
show 21 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
pyrrolidinone, dicarboximide, monocarboxylic acid (CHEBI:44860)

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Structural constituent of muscle
Specific Function
Regulatory light chain of myosin. Does not bind calcium.
Gene Name
MYL6B
Uniprot ID
P14649
Uniprot Name
Myosin light chain 6B
Molecular Weight
22763.855 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]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Calcium ion binding
Specific Function
Myosin regulatory subunit that plays an important role in regulation of both smooth muscle and nonmuscle cell contractile activity via its phosphorylation. Implicated in cytokinesis, receptor cappi...
Gene Name
MYL12A
Uniprot ID
P19105
Uniprot Name
Myosin regulatory light chain 12A
Molecular Weight
19793.96 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]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Microfilament motor activity
Specific Function
Muscle contraction.
Gene Name
MYH7
Uniprot ID
P12883
Uniprot Name
Myosin-7
Molecular Weight
223095.5 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 15:31 / Updated on December 01, 2017 16:04