N,N-Bis(3-(D-gluconamido)propyl)deoxycholamide

Identification

Name
N,N-Bis(3-(D-gluconamido)propyl)deoxycholamide
Accession Number
DB01890  (EXPT01003)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
  • D-Gluconamide, N,N'-((((3alpha,5beta,12alpha)-3,12-dihydroxy-24-oxocholan-24-yl)imino)di-3,1-propanediyl)bis-
  • Deoxy-bigchap
  • N,N-Bis(3-(D-gluconamido)propyl)deoxycholamide
  • N,N'-((((3alpha,5beta,12alpha)-3,12-Dihydroxy-24-oxocholan-24-yl)imino)di-3,1-propandiyl)bis-D-gluconamide
Categories
Not Available
UNII
8A64ND3B39
CAS number
86303-23-3
Weight
Average: 862.056
Monoisotopic: 861.519818745
Chemical Formula
C42H75N3O15
InChI Key
OJSUWTDDXLCUFR-HGZMBBKESA-N
InChI
InChI=1S/C42H75N3O15/c1-22(26-9-10-27-25-8-7-23-18-24(48)12-13-41(23,2)28(25)19-31(51)42(26,27)3)6-11-32(52)45(16-4-14-43-39(59)37(57)35(55)33(53)29(49)20-46)17-5-15-44-40(60)38(58)36(56)34(54)30(50)21-47/h22-31,33-38,46-51,53-58H,4-21H2,1-3H3,(H,43,59)(H,44,60)/t22-,23-,24-,25+,26-,27+,28+,29-,30-,31+,33-,34-,35+,36+,37-,38-,41+,42-/m1/s1
IUPAC Name
(2R,3S,4R,5R)-N-{3-[(4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-N-(3-{[(2R,3S,4R,5R)-1,2,3,4,5,6-hexahydroxyhexylidene]amino}propyl)pentanamido]propyl}-2,3,4,5,6-pentahydroxyhexanimidic acid
SMILES

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UInsulin-like growth factor INot AvailableHuman
UPeroxisome proliferator-activated receptor alphaNot 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
446320
PubChem Substance
46505499
ChemSpider
393709
HET
CPQ
PDB Entries
1i7g / 1imx / 2rew / 3vaf / 3vag / 3vah / 3vai / 3vaj / 3vak / 3vam
show 4 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 Solubility0.0736 mg/mLALOGPS
logP0.25ALOGPS
logP-4.1ChemAxon
logS-4.1ALOGPS
pKa (Strongest Acidic)5.13ChemAxon
pKa (Strongest Basic)3.66ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count17ChemAxon
Hydrogen Donor Count14ChemAxon
Polar Surface Area328.25 Å2ChemAxon
Rotatable Bond Count22ChemAxon
Refractivity217.63 m3·mol-1ChemAxon
Polarizability94.6 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.8934
Blood Brain Barrier-0.8453
Caco-2 permeable-0.7845
P-glycoprotein substrateSubstrate0.8187
P-glycoprotein inhibitor IInhibitor0.5437
P-glycoprotein inhibitor IIInhibitor0.6543
Renal organic cation transporterNon-inhibitor0.8655
CYP450 2C9 substrateNon-substrate0.7721
CYP450 2D6 substrateNon-substrate0.745
CYP450 3A4 substrateSubstrate0.6897
CYP450 1A2 substrateNon-inhibitor0.948
CYP450 2C9 inhibitorNon-inhibitor0.892
CYP450 2D6 inhibitorNon-inhibitor0.872
CYP450 2C19 inhibitorNon-inhibitor0.8885
CYP450 3A4 inhibitorNon-inhibitor0.627
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9198
Ames testNon AMES toxic0.8086
CarcinogenicityNon-carcinogens0.8608
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.6603 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9854
hERG inhibition (predictor II)Non-inhibitor0.6166
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 dihydroxy bile acids, alcohols and derivatives. These are compounds containing or derived from a bile acid or alcohol, and which bears exactly two carboxylic acid groups.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Steroids and steroid derivatives
Sub Class
Bile acids, alcohols and derivatives
Direct Parent
Dihydroxy bile acids, alcohols and derivatives
Alternative Parents
3-alpha-hydroxysteroids / 12-hydroxysteroids / N-acyl amines / Monosaccharides / Tertiary carboxylic acid amides / Secondary carboxylic acid amides / Secondary alcohols / Cyclic alcohols and derivatives / Polyols / Primary alcohols
show 5 more
Substituents
Dihydroxy bile acid, alcohol, or derivatives / 3-hydroxysteroid / 12-hydroxysteroid / Hydroxysteroid / 3-alpha-hydroxysteroid / Fatty amide / Fatty acyl / Monosaccharide / N-acyl-amine / Cyclic alcohol
show 17 more
Molecular Framework
Aliphatic homopolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Integrin binding
Specific Function
The insulin-like growth factors, isolated from plasma, are structurally and functionally related to insulin but have a much higher growth-promoting activity. May be a physiological regulator of [1-...
Gene Name
IGF1
Uniprot ID
P05019
Uniprot Name
Insulin-like growth factor I
Molecular Weight
21841.02 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]
  2. Vajdos FF, Ultsch M, Schaffer ML, Deshayes KD, Liu J, Skelton NJ, de Vos AM: Crystal structure of human insulin-like growth factor-1: detergent binding inhibits binding protein interactions. Biochemistry. 2001 Sep 18;40(37):11022-9. [PubMed:11551198]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Ligand-activated transcription factor. Key regulator of lipid metabolism. Activated by the endogenous ligand 1-palmitoyl-2-oleoyl-sn-glycerol-3-phosphocholine (16:0/18:1-GPC). Activated by oleyleth...
Gene Name
PPARA
Uniprot ID
Q07869
Uniprot Name
Peroxisome proliferator-activated receptor alpha
Molecular Weight
52224.595 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 January 13, 2018 14:57