N-[1,3-bis(morpholin-4-yl)propan-2-yl]-3-nitro-5-{[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzamide

• ChemBase ID: 3667
• Molecular Formular: C24H36N4O11
• Molecular Mass: 556.56284
• Monoisotopic Mass: 556.23805799
• SMILES: OC[C@@H]1O[C@H](Oc2cc(cc(c2)[N+](=O)[O-])C(=O)NC(CN2CCOCC2)CN2CCOCC2)[C@@H](O)[C@H](O)[C@H]1O
• Canonical SMILES: OC[C@@H]1O[C@H](Oc2cc(cc(c2)[N+](=O)[O-])C(=O)NC(CN2CCOCC2)CN2CCOCC2)[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C24H36N4O11/c29-14-19-20(30)21(31)22(32)24(39-19)38-18-10-15(9-17(11-18)28(34)35)23(33)25-16(12-26-1-5-36-6-2-26)13-27-3-7-37-8-4-27/h9-11,16,19-22,24,29-32H,1-8,12-14H2,(H,25,33)/t19-,20-,21+,22-,24-/m0/s1
• InChIKey: MCMWCTMAKPQTPI-UOAPUEHGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[1,3-bis(morpholin-4-yl)propan-2-yl]-3-nitro-5-{[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzamide
• IUPAC Traditional name: N-[1,3-bis(morpholin-4-yl)propan-2-yl]-3-nitro-5-{[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzamide
• Synonyms: N-(2-Morpholin-4-Yl-1-Morpholin-4-Ylmethyl-Ethyl)-3-Nitro-5-(3,4,5-Trihydroxy-6-Hydroxymethyl-Tetrahydro-Pyran-2-Yloxy)-Benzamide

Database IDs

• PubChem SID: 46508721; 160967105
• PubChem CID: 46936867

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.181077
• H Acceptors: 13
• H Donor: 5
• LogD (pH = 5.5): -2.9946246
• LogD (pH = 7.4): -1.9764777
• Log P: -1.9240319
• Molar Refractivity: 135.3405 cm^3
• Polarizability: 52.732292 Å^3
• Polar Surface Area: 199.24 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.16
• LOG S: -1.87
• Solubility (Water): 7.43e+00 g/l

DETAILS

DrugBank - DB04040

Drug information: experimental