(2S)-2-[[2-[(Z)-[(8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ylidene]amino]oxyacetyl]amino]-3-(4-hydroxy-3-nitro-phenyl)propionic acid methyl ester

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for (2S)-2-[[2-[(Z)-[(8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ylidene]amino]oxyacetyl]amino]-3-(4-hydroxy-3-nitro-phenyl)propionic acid methyl ester are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is (2S)-2-[[2-[(Z)-[(8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ylidene]amino]oxyacetyl]amino]-3-(4-hydroxy-3-nitro-phenyl)propionic acid methyl ester?

The molecule (2S)-2-[[2-[(Z)-[(8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ylidene]amino]oxyacetyl]amino]-3-(4-hydroxy-3-nitro-phenyl)propionic acid methyl ester presents a molecular formula of C31H41N3O8 and its IUPAC name is methyl (2S)-2-[2-[(Z)-[(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-17-oxidanyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ylidene]amino]oxyethanoylamino]-3-(3-nitro-4-oxidanyl-phenyl)propanoate.

3D structure

Cartesian coordinates

Geometry of (2S)-2-[[2-[(Z)-[(8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ylidene]amino]oxyacetyl]amino]-3-(4-hydroxy-3-nitro-phenyl)propionic acid methyl ester in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

(2S)-2-[[2-[(Z)-[(8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ylidene]amino]oxyacetyl]amino]-3-(4-hydroxy-3-nitro-phenyl)propionic acid methyl ester NKRULBMECTXIEI-AHSZGDJOSA-N chemical compound 2D structure molecule svg
(2S)-2-[[2-[(Z)-[(8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ylidene]amino]oxyacetyl]amino]-3-(4-hydroxy-3-nitro-phenyl)propionic acid methyl ester

 

Molecule descriptors

 
IUPAC name(2S)-2-[[2-[(Z)-[(8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ylidene]amino]oxyacetyl]amino]-3-(4-hydroxy-3-nitro-phenyl)propionic acid methyl ester
InChI codeInChI=1S/C31H41N3O8/c1-30-12-10-20(16-19(30)5-6-21-22-7-9-27(36)31(22,2)13-11-23(21)30)33-42-17-28(37)32-24(29(38)41-3)14-18-4-8-26(35)25(15-18)34(39)40/h4,8,15-16,21-24,27,35-36H,5-7,9-14,17H2,1-3H3,(H,32,37)/b33-20-/t21-,22-,23-,24-,27-,30-,31-/m0/s1
InChI KeyNKRULBMECTXIEI-AHSZGDJOSA-N
SMILESC[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=C/C(=N\OCC(=O)N[C@@H](CC5=CC(=C(C=C5)O)[N+](=O)[O-])C(=O)OC)/CC[C@]34C

Physico-Chemical properties

IUPAC namemethyl (2S)-2-[2-[(Z)-[(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-17-oxidanyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ylidene]amino]oxyethanoylamino]-3-(3-nitro-4-oxidanyl-phenyl)propanoate
Molecular formulaC31H41N3O8
Molecular weight583.7
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity
LogP
Topological polar surface area163

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.