Identification

Name
Sp-876
Accession Number
DB03558  (EXPT03087)
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: 499.492
Monoisotopic: 499.126064725
Chemical Formula
C20H25N3O10S
InChI Key
SRAHBOKVSSZEHQ-LSDHHAIUSA-N
InChI
InChI=1S/C20H25N3O10S/c24-16(25)8-7-14(20(30)31)22-18(28)12-3-5-13(6-4-12)34(32,33)23-11-1-2-15(23)19(29)21-10-9-17(26)27/h3-6,14-15H,1-2,7-11H2,(H,21,29)(H,22,28)(H,24,25)(H,26,27)(H,30,31)/t14-,15+/m0/s1
IUPAC Name
(2S)-2-[(4-{[(2R)-2-[(2-carboxyethyl)-C-hydroxycarbonimidoyl]pyrrolidin-1-yl]sulfonyl}phenyl)formamido]pentanedioic acid
SMILES
[H][[email protected]@](CCC(O)=O)(NC(=O)C1=CC=C(C=C1)S(=O)(=O)N1CCC[[email protected]]1([H])C(O)=NCCC(O)=O)C(O)=O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UThymidylate synthaseNot AvailableEscherichia coli (strain K12)
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
445506
PubChem Substance
46504915
ChemSpider
393129
BindingDB
50149206
ChEMBL
CHEMBL418875
HET
TP4
PDB Entries
1f4g

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 Solubility0.187 mg/mLALOGPS
logP-0.62ALOGPS
logP-1.2ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)2.45ChemAxon
pKa (Strongest Basic)2.97ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count11ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area210.97 Å2ChemAxon
Rotatable Bond Count11ChemAxon
Refractivity114.75 m3·mol-1ChemAxon
Polarizability48.22 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.7835
Blood Brain Barrier-0.7496
Caco-2 permeable-0.7363
P-glycoprotein substrateSubstrate0.5
P-glycoprotein inhibitor INon-inhibitor0.8215
P-glycoprotein inhibitor IINon-inhibitor0.9364
Renal organic cation transporterNon-inhibitor0.9053
CYP450 2C9 substrateNon-substrate0.5945
CYP450 2D6 substrateNon-substrate0.82
CYP450 3A4 substrateNon-substrate0.6597
CYP450 1A2 substrateNon-inhibitor0.9466
CYP450 2C9 inhibitorNon-inhibitor0.8133
CYP450 2D6 inhibitorNon-inhibitor0.8957
CYP450 2C19 inhibitorNon-inhibitor0.8257
CYP450 3A4 inhibitorNon-inhibitor0.9474
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9734
Ames testNon AMES toxic0.6882
CarcinogenicityNon-carcinogens0.8359
BiodegradationNot ready biodegradable0.579
Rat acute toxicity2.2885 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9235
hERG inhibition (predictor II)Non-inhibitor0.7672
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 hybrid peptides. These are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Peptidomimetics
Sub Class
Hybrid peptides
Direct Parent
Hybrid peptides
Alternative Parents
Glutamic acid and derivatives / Proline and derivatives / N-acyl-alpha amino acids / Hippuric acids / Alpha amino acid amides / Beta amino acids and derivatives / Benzenesulfonamides / Tricarboxylic acids and derivatives / Benzenesulfonyl compounds / Pyrrolidinecarboxamides
show 11 more
Substituents
Hybrid peptide / Glutamic acid or derivatives / N-acyl-alpha-amino acid / Proline or derivatives / N-acyl-alpha amino acid or derivatives / Hippuric acid / Hippuric acid or derivatives / Alpha-amino acid amide / Beta amino acid or derivatives / Alpha-amino acid or derivatives
show 31 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Thymidylate synthase activity
Specific Function
Provides the sole de novo source of dTMP for DNA biosynthesis. This protein also binds to its mRNA thus repressing its own translation.
Gene Name
thyA
Uniprot ID
P0A884
Uniprot Name
Thymidylate synthase
Molecular Weight
30479.475 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 15:15