Identification

Name
RU84687
Accession Number
DB01678  (EXPT00280)
Type
Small Molecule
Groups
Experimental
Description

RU84687 is a subnanomolar and Src SH2 selective binder.

Structure
Thumb
Synonyms
  • N-acetyl-N-[1-(1,1'-biphenyl-4-ylmethyl)-2-oxoazepan-3-yl]-3-formyl-O-phosphonotyrosinamide
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 607.5907
Monoisotopic: 607.208351591
Chemical Formula
C31H34N3O8P
InChI Key
SAFPHFWYRLLBFO-NSOVKSMOSA-N
InChI
InChI=1S/C31H34N3O8P/c1-21(36)32-28(18-23-12-15-29(26(17-23)20-35)42-43(39,40)41)30(37)33-27-9-5-6-16-34(31(27)38)19-22-10-13-25(14-11-22)24-7-3-2-4-8-24/h2-4,7-8,10-15,17,20,27-28H,5-6,9,16,18-19H2,1H3,(H,32,36)(H,33,37)(H2,39,40,41)/t27-,28-/m0/s1
IUPAC Name
(2S)-3-[3-formyl-4-(phosphonooxy)phenyl]-2-[(1-hydroxyethylidene)amino]-N-[(3S)-2-oxo-1-[(4-phenylphenyl)methyl]azepan-3-yl]propanimidic acid
SMILES
[H][[email protected]@](CC1=CC(C=O)=C(OP(O)(O)=O)C=C1)(N=C(C)O)C(O)=N[[email protected]@]1([H])CCCCN(CC2=CC=C(C=C2)C2=CC=CC=C2)C1=O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UProto-oncogene tyrosine-protein kinase SrcNot 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
  • Humans and other mammals
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
5287544
PubChem Substance
46507550
ChemSpider
4449899
BindingDB
14691
ChEMBL
CHEMBL78455
HET
687
PDB Entries
1o45

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 Solubility0.00299 mg/mLALOGPS
logP2.71ALOGPS
logP3.64ChemAxon
logS-5.3ALOGPS
pKa (Strongest Acidic)2.06ChemAxon
pKa (Strongest Basic)1.46ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area169.32 Å2ChemAxon
Rotatable Bond Count11ChemAxon
Refractivity161.1 m3·mol-1ChemAxon
Polarizability60.85 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.7766
Blood Brain Barrier+0.5323
Caco-2 permeable-0.6651
P-glycoprotein substrateSubstrate0.8973
P-glycoprotein inhibitor INon-inhibitor0.5667
P-glycoprotein inhibitor IINon-inhibitor0.8284
Renal organic cation transporterNon-inhibitor0.859
CYP450 2C9 substrateNon-substrate0.6555
CYP450 2D6 substrateNon-substrate0.7884
CYP450 3A4 substrateSubstrate0.572
CYP450 1A2 substrateNon-inhibitor0.8452
CYP450 2C9 inhibitorNon-inhibitor0.7337
CYP450 2D6 inhibitorNon-inhibitor0.8567
CYP450 2C19 inhibitorNon-inhibitor0.6913
CYP450 3A4 inhibitorInhibitor0.6037
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9071
Ames testNon AMES toxic0.6465
CarcinogenicityNon-carcinogens0.8358
BiodegradationNot ready biodegradable0.9389
Rat acute toxicity2.6191 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8258
hERG inhibition (predictor II)Inhibitor0.8417
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 dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Dipeptides
Alternative Parents
Phenylalanine and derivatives / N-acyl-alpha amino acids and derivatives / Alpha amino acid amides / Biphenyls and derivatives / Phenyl phosphates / Amphetamines and derivatives / Phenoxy compounds / Benzaldehydes / Benzoyl derivatives / Caprolactams
show 9 more
Substituents
Alpha-dipeptide / Phenylalanine or derivatives / N-acyl-alpha amino acid or derivatives / Alpha-amino acid amide / Biphenyl / Phenyl phosphate / Aryl phosphate / Aryl phosphomonoester / N-substituted-alpha-amino acid / Alpha-amino acid or derivatives
show 29 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Sh3/sh2 adaptor activity
Specific Function
Non-receptor protein tyrosine kinase which is activated following engagement of many different classes of cellular receptors including immune response receptors, integrins and other adhesion recept...
Gene Name
SRC
Uniprot ID
P12931
Uniprot Name
Proto-oncogene tyrosine-protein kinase Src
Molecular Weight
59834.295 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 June 13, 2005 07:24 / Updated on December 01, 2017 14:47