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Identification
Name2-MERCAPTO-N-[1,2,3,10-TETRAMETHOXY-9-OXO-5,6,7,9-TETRAHYDRO-BENZO[A]HEPTALEN-7-YL]ACETAMIDE
Accession NumberDB07574
Typesmall molecule
Groupsexperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 431.502
Monoisotopic: 431.140258227
Chemical FormulaC22H25NO6S
InChI KeyInChIKey=TYDIWMTWTXFWSY-HNNXBMFYSA-N
InChI
InChI=1S/C22H25NO6S/c1-26-17-8-6-13-14(10-16(17)24)15(23-19(25)11-30)7-5-12-9-18(27-2)21(28-3)22(29-4)20(12)13/h6,8-10,15,30H,5,7,11H2,1-4H3,(H,23,25)/t15-/m0/s1
IUPAC Name
2-sulfanyl-N-[(10S)-3,4,5,14-tetramethoxy-13-oxotricyclo[9.5.0.0^{2,7}]hexadeca-1(16),2,4,6,11,14-hexaen-10-yl]acetamide
SMILES
[H][C@@]1(CCC2=C(C(OC)=C(OC)C(OC)=C2)C2=CC=C(OC)C(=O)C=C12)NC(=O)CS
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassAlkaloids and Derivatives
ClassColchicinoids
SubclassNot Available
Direct parentColchicinoids
Alternative parentsAnisoles; Alkyl Aryl Ethers; Secondary Carboxylic Acid Amides; Enolates; Polyamines; Alkylthiols; Carboxylic Acids
Substituentsphenol ether; anisole; alkyl aryl ether; benzene; secondary carboxylic acid amide; carboxamide group; carboxylic acid; polyamine; ether; alkylthiol; enolate; carboxylic acid derivative; amine; organonitrogen compound
Classification descriptionThis compound belongs to the colchicinoids. These are compounds containing the benzo[a]heptalene based colchicin moiety or a derivative thereof.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 0.9824
Blood Brain Barrier + 0.521
Caco-2 permeable - 0.6419
P-glycoprotein substrate Non-substrate 0.5357
P-glycoprotein inhibitor I Non-inhibitor 0.8274
P-glycoprotein inhibitor II Non-inhibitor 0.9229
Renal organic cation transporter Non-inhibitor 0.9067
CYP450 2C9 substrate Non-substrate 0.8318
CYP450 2D6 substrate Non-substrate 0.8251
CYP450 3A4 substrate Substrate 0.6864
CYP450 1A2 substrate Non-inhibitor 0.6352
CYP450 2C9 substrate Non-inhibitor 0.8496
CYP450 2D6 substrate Non-inhibitor 0.916
CYP450 2C19 substrate Non-inhibitor 0.7985
CYP450 3A4 substrate Non-inhibitor 0.6164
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.859
Ames test Non AMES toxic 0.7282
Carcinogenicity Non-carcinogens 0.9264
Biodegradation Not ready biodegradable 0.9071
Rat acute toxicity 2.2538 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9715
hERG inhibition (predictor II) Non-inhibitor 0.5595
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
water solubility6.29e-03 g/lALOGPS
logP2.96ALOGPS
logP1.69ChemAxon
logS-4.8ALOGPS
pKa (strongest acidic)9.45ChemAxon
pKa (strongest basic)-2.8ChemAxon
physiological charge0ChemAxon
hydrogen acceptor count6ChemAxon
hydrogen donor count2ChemAxon
polar surface area83.09ChemAxon
rotatable bond count6ChemAxon
refractivity119.2ChemAxon
polarizability44.95ChemAxon
number of rings3ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterYesChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleYesChemAxon
Spectra
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound5287955
PubChem Substance99444045
ChemSpider4450212
HETCN2
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

1. Stathmin-4

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Stathmin-4 Q9H169 Details

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

2. Tubulin beta-2B chain

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Tubulin beta-2B chain Q9BVA1 Details

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

3. Tubulin alpha-1A chain

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Tubulin alpha-1A chain Q71U36 Details

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

4. Tubulin alpha-1C chain

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Tubulin alpha-1C chain Q9BQE3 Details

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

5. Tubulin alpha-1B chain

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Tubulin alpha-1B chain P68363 Details

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

Comments
Drug created on September 15, 2010 15:23 / Updated on September 16, 2013 18:07