2.0 2012-05-31 14:26:48 -0600 2015-06-03 17:19:17 -0600 ECMDB20088 M2MDB000936 4-Glutathionyl cyclophosphamide 4-glutathionyl cyclophosphamide belongs to the class of Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. (inferred from compound structure) 2-amino-5-3-2-Bis(2-chloroethyl)amino-2-oxo-1,3,2$l^{5}-oxazaphosphinan-4-ylsulfanyl-1-(carboxymethylamino)-1-oxopropan-2-ylamino-5-oxopentanoate 2-amino-5-3-2-bis(2-chloroethyl)amino-2-oxo-1,3,2$l^{5}-oxazaphosphinan-4-ylsulfanyl-1-(carboxymethylamino)-1-oxopropan-2-ylamino-5-oxopentanoic acid 2-amino-5-3-2-Bis(2-chloroethyl)amino-2-oxo-1,3,2$l^{5}-oxazaphosphinan-4-ylsulphanyl-1-(carboxymethylamino)-1-oxopropan-2-ylamino-5-oxopentanoate 2-amino-5-3-2-Bis(2-chloroethyl)amino-2-oxo-1,3,2$l^{5}-oxazaphosphinan-4-ylsulphanyl-1-(carboxymethylamino)-1-oxopropan-2-ylamino-5-oxopentanoic acid g-Glutamyl-S-{2-bis(2-chloroethyl)amino-2-oxido-1,3,2-oxazaphosphinan-4-yl}cysteinylglycine Gamma-Glutamyl-S-{2-bis(2-chloroethyl)amino-2-oxido-1,3,2-oxazaphosphinan-4-yl}cysteinylglycine γ-Glutamyl-S-{2-bis(2-chloroethyl)amino-2-oxido-1,3,2-oxazaphosphinan-4-yl}cysteinylglycine C17H30Cl2N5O8PS 566.394 565.092975577 2-amino-4-{[2-({2-[bis(2-chloroethyl)amino]-2-oxo-1,3,2λ⁵-oxazaphosphinan-4-yl}sulfanyl)-1-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl]-C-hydroxycarbonimidoyl}butanoic acid C17H30cl2N5O8PS NC(CCC(O)=NC(CSC1CCOP(=O)(N1)N(CCCl)CCCl)C(O)=NCC(O)=O)C(O)=O InChI=1S/C17H30Cl2N5O8PS/c18-4-6-24(7-5-19)33(31)23-14(3-8-32-33)34-10-12(16(28)21-9-15(26)27)22-13(25)2-1-11(20)17(29)30/h11-12,14H,1-10,20H2,(H,21,28)(H,22,25)(H,23,31)(H,26,27)(H,29,30) CXEDBYAXQXFDHD-UHFFFAOYSA-N Cytoplasm Periplasm logp -1.70 ALOGPS logs -3.49 ALOGPS solubility 1.85e-01 g/l ALOGPS logp -2.8 ChemAxon pka_strongest_acidic 1.9 ChemAxon pka_strongest_basic 9.54 ChemAxon iupac 2-amino-4-{[2-({2-[bis(2-chloroethyl)amino]-2-oxo-1,3,2λ⁵-oxazaphosphinan-4-yl}sulfanyl)-1-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl]-C-hydroxycarbonimidoyl}butanoic acid ChemAxon average_mass 566.394 ChemAxon mono_mass 565.092975577 ChemAxon smiles NC(CCC(O)=NC(CSC1CCOP(=O)(N1)N(CCCl)CCCl)C(O)=NCC(O)=O)C(O)=O ChemAxon formula C17H30Cl2N5O8PS ChemAxon inchi InChI=1S/C17H30Cl2N5O8PS/c18-4-6-24(7-5-19)33(31)23-14(3-8-32-33)34-10-12(16(28)21-9-15(26)27)22-13(25)2-1-11(20)17(29)30/h11-12,14H,1-10,20H2,(H,21,28)(H,22,25)(H,23,31)(H,26,27)(H,29,30) ChemAxon inchikey CXEDBYAXQXFDHD-UHFFFAOYSA-N ChemAxon polar_surface_area 207.37 ChemAxon refractivity 125.88 ChemAxon polarizability 52.99 ChemAxon rotatable_bond_count 16 ChemAxon acceptor_count 11 ChemAxon donor_count 6 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 35534 Specdb::CMs 48171 Specdb::CMs 282131 Specdb::CMs 360302 Specdb::CMs 360303 Specdb::CMs 360304 Specdb::CMs 360305 Specdb::CMs 360306 Specdb::CMs 360307 Specdb::CMs 360308 Specdb::CMs 360309 Specdb::CMs 360310 Specdb::CMs 360311 Specdb::CMs 360312 Specdb::CMs 360313 Specdb::CMs 360314 Specdb::CMs 360315 Specdb::CMs 360316 Specdb::CMs 360317 Specdb::CMs 360318 Specdb::CMs 360319 Specdb::CMs 360320 Specdb::CMs 360321 Specdb::CMs 360322 Specdb::CMs 360323 Specdb::NmrOneD 57832 Specdb::NmrOneD 57833 Specdb::NmrOneD 57834 Specdb::NmrOneD 57835 Specdb::NmrOneD 57836 Specdb::NmrOneD 57837 Specdb::NmrOneD 57838 Specdb::NmrOneD 57839 Specdb::NmrOneD 57840 Specdb::NmrOneD 57841 Specdb::NmrOneD 57842 Specdb::NmrOneD 57843 Specdb::NmrOneD 57844 Specdb::NmrOneD 57845 Specdb::NmrOneD 57846 Specdb::NmrOneD 57847 Specdb::NmrOneD 57848 Specdb::NmrOneD 57849 Specdb::NmrOneD 57850 Specdb::NmrOneD 57851 Specdb::MsMs 24821 Specdb::MsMs 24822 Specdb::MsMs 24823 Specdb::MsMs 31379 Specdb::MsMs 31380 Specdb::MsMs 31381 Specdb::MsMs 3225247 Specdb::MsMs 3225248 Specdb::MsMs 3225249 Specdb::MsMs 3225250 Specdb::MsMs 3225251 Specdb::MsMs 3225252 443288 391534 C11583 Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. 22080510 Glutathione S-transferase P0A9D2 GST_ECOLI gst http://ecmdb.ca/proteins/P0A9D2.xml GSH-dependent disulfide bond oxidoreductase P77526 yfcG http://ecmdb.ca/proteins/P77526.xml Aldophosphamide + Glutathione <> 4-Glutathionyl cyclophosphamide + Water R08280