Identification
NameN,N-bis(3-(D-gluconamido)propyl)deoxycholamide
Accession NumberDB01890  (EXPT01003)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
Synonyms
Deoxy-bigchap
External IDs Not Available
Product Ingredients Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
CategoriesNot Available
UNII8A64ND3B39
CAS number86303-23-3
WeightAverage: 862.056
Monoisotopic: 861.519818745
Chemical FormulaC42H75N3O15
InChI KeyOJSUWTDDXLCUFR-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
[H][C@@](C)(CCC(=O)N(CCCN=C(O)[C@]([H])(O)[C@@]([H])(O)[C@]([H])(O)[C@]([H])(O)CO)CCCN=C(O)[C@]([H])(O)[C@@]([H])(O)[C@]([H])(O)[C@]([H])(O)CO)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CC[C@]4([H])C[C@]([H])(O)CC[C@]4(C)[C@@]3([H])C[C@]([H])(O)[C@]12C
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Insulin-like growth factor IProteinunknownNot AvailableHumanP05019 details
Peroxisome proliferator-activated receptor alphaProteinunknownNot AvailableHumanQ07869 details
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions Not Available
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Clinical Trials
Clinical Trials Not Available
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot 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
SpectraNot Available
Taxonomy
DescriptionThis 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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassBile acids, alcohols and derivatives
Direct ParentDihydroxy bile acids, alcohols and derivatives
Alternative Parents3-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
SubstituentsDihydroxy bile acid, alcohol, or derivatives / 3-hydroxysteroid / 12-hydroxysteroid / Hydroxysteroid / 3-alpha-hydroxysteroid / Fatty amide / Fatty acyl / Monosaccharide / N-acyl-amine / Cyclic alcohol
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot 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 [1-14C]-2-deoxy-D-glucose (2DG) transport and glycogen synthesis in osteoblasts. Stimulates glucose transport in rat bone-derived osteoblastic (PyMS) cells and is effective at much lower concentrations t...
Gene Name:
IGF1
Uniprot ID:
P05019
Molecular Weight:
21841.02 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 ]
  3. 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:
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 oleylethanolamide, a naturally occurring lipid that regulates satiety. Receptor for peroxisome proliferators such as hypolipidemic drugs and fatty acids. Regulates the peroxisomal beta-oxidation pathway of fa...
Gene Name:
PPARA
Uniprot ID:
Q07869
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 July 18, 2017 17:03