NAV

(17beta)-17-(cyanomethyl)-2-methoxyestra-1(10),2,4-trien-3-yl sulfamate

Identification

Generic Name
(17beta)-17-(cyanomethyl)-2-methoxyestra-1(10),2,4-trien-3-yl sulfamate
DrugBank Accession Number
DB07596
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 404.523
Monoisotopic: 404.176978084
Chemical Formula
C21H28N2O4S
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UCarbonic anhydrase 2Not AvailableHumans
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

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as estrane steroids. These are steroids with a structure based on the estrane skeleton.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Steroids and steroid derivatives
Sub Class
Estrane steroids
Direct Parent
Estrane steroids
Alternative Parents
Phenanthrenes and derivatives / Tetralins / Anisoles / Alkyl aryl ethers / Organic sulfuric acids and derivatives / Nitriles / Organopnictogen compounds / Organic oxides / Hydrocarbon derivatives
Substituents
Alkyl aryl ether / Anisole / Aromatic homopolycyclic compound / Benzenoid / Carbonitrile / Estrane-skeleton / Ether / Hydrocarbon derivative / Nitrile / Organic nitrogen compound
Molecular Framework
Aromatic homopolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
NTSPHKOMJMBWOU-NNKXXINSSA-N
InChI
InChI=1S/C21H28N2O4S/c1-21-9-7-15-16(18(21)6-4-14(21)8-10-22)5-3-13-11-20(27-28(23,24)25)19(26-2)12-17(13)15/h11-12,14-16,18H,3-9H2,1-2H3,(H2,23,24,25)/t14-,15+,16-,18+,21-/m1/s1
IUPAC Name
(1R,3aS,3bS,9bS,11aR)-1-(cyanomethyl)-8-methoxy-11a-methyl-1H,2H,3H,3aH,3bH,4H,5H,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-yl sulfamate
SMILES
[H][C@]1(CC#N)CC[C@@]2([H])[C@]3([H])CCC4=CC(OS(N)(=O)=O)=C(OC)C=C4[C@@]3([H])CC[C@]12C

References

General References
Not Available
PubChem Compound
11188898
PubChem Substance
99444067
ChemSpider
9363982
BindingDB
50372895
ChEMBL
CHEMBL408967
ZINC
ZINC000029135869
PDBe Ligand
CTF
PDB Entries
3bet

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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 Solubility0.00659 mg/mLALOGPS
logP3.9ALOGPS
logP3.24Chemaxon
logS-4.8ALOGPS
pKa (Strongest Acidic)10.5Chemaxon
pKa (Strongest Basic)-4.9Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area102.41 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity106.17 m3·mol-1Chemaxon
Polarizability44.39 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.939
Caco-2 permeable-0.6355
P-glycoprotein substrateNon-substrate0.5973
P-glycoprotein inhibitor INon-inhibitor0.5925
P-glycoprotein inhibitor IINon-inhibitor0.8665
Renal organic cation transporterNon-inhibitor0.7901
CYP450 2C9 substrateNon-substrate0.8865
CYP450 2D6 substrateNon-substrate0.7894
CYP450 3A4 substrateSubstrate0.6492
CYP450 1A2 substrateNon-inhibitor0.621
CYP450 2C9 inhibitorNon-inhibitor0.698
CYP450 2D6 inhibitorNon-inhibitor0.8652
CYP450 2C19 inhibitorNon-inhibitor0.6015
CYP450 3A4 inhibitorNon-inhibitor0.8598
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.5162
Ames testNon AMES toxic0.5456
CarcinogenicityNon-carcinogens0.5645
BiodegradationNot ready biodegradable0.9973
Rat acute toxicity2.5104 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.612
hERG inhibition (predictor II)Inhibitor0.6433
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, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-2000900000-0a9f38e04f22d160c58f
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-2008900000-e7ce63c146ec6194d915
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-9004300000-2dc36850bcf93d67c40f
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-017i-3094000000-38f574a95cce3604825f
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-00or-9200000000-603e491ed06b28612a56
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0gx0-3894000000-db1dd6f1e67790b924c8
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-184.22621
predicted
DeepCCS 1.0 (2019)
[M+H]+186.4344
predicted
DeepCCS 1.0 (2019)
[M+Na]+192.34694
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Carbonic anhydrase 2
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Essential for bone resorption and osteoclast differentiation (By similarity). Reversible hydration of carbon dioxide. Can hydrate cyanamide to urea. Involved in the regulation of fluid secretion in...
Gene Name
CA2
Uniprot ID
P00918
Uniprot Name
Carbonic anhydrase 2
Molecular Weight
29245.895 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. [Article]

Drug created at September 15, 2010 21:23 / Updated at June 12, 2020 16:52