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

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as estrane steroids. These are steroids with a structure based on the estrane skeleton.

Estrane steroids

Organic compounds

Lipids and lipid-like molecules

Steroids and steroid derivatives

Estrane steroids

Calculated Property

kind Value Source
logP 3.9 ALOGPS
logS -4.8 ALOGPS
Water Solubility 6.59e-03 g/l ALOGPS
logP 3.24 ChemAxon
IUPAC Name (1S,10S,11S,14R,15R)-14-(cyanomethyl)-4-methoxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-5-yl sulfamate ChemAxon
Traditional IUPAC Name (1S,10S,11S,14R,15R)-14-(cyanomethyl)-4-methoxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-5-yl sulfamate ChemAxon
Molecular Weight 404.523 ChemAxon
Monoisotopic Weight 404.176978084 ChemAxon
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 ChemAxon
Molecular Formula C21H28N2O4S ChemAxon
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 ChemAxon
InChIKey InChIKey=NTSPHKOMJMBWOU-NNKXXINSSA-N ChemAxon
Polar Surface Area (PSA) 102.41 ChemAxon
Refractivity 106.17 ChemAxon
Polarizability 44.39 ChemAxon
Rotatable Bond Count 4 ChemAxon
H Bond Acceptor Count 5 ChemAxon
H Bond Donor Count 1 ChemAxon
pKa (strongest acidic) 10.5 ChemAxon
pKa (strongest basic) -4.9 ChemAxon
Physiological Charge 0 ChemAxon
Number of Rings 4 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 1 ChemAxon
Ghose Filter 1 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • Carbonic anhydrase 2 : in Human