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

• ChemBase ID: 3823
• Molecular Formular: C23H36N4O9
• Molecular Mass: 512.55334
• Monoisotopic Mass: 512.24822875
• SMILES: CCCN1CCN(CCCNC(=O)c2cc(cc(O[C@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)c2)[N+](=O)[O-])CC1
• Canonical SMILES: CCCN1CCN(CC1)CCCNC(=O)c1cc(O[C@H]2O[C@H](CO)[C@@H]([C@@H]([C@H]2O)O)O)cc(c1)[N+](=O)[O-]
• InChI: InChI=1S/C23H36N4O9/c1-2-5-25-7-9-26(10-8-25)6-3-4-24-22(32)15-11-16(27(33)34)13-17(12-15)35-23-21(31)20(30)19(29)18(14-28)36-23/h11-13,18-21,23,28-31H,2-10,14H2,1H3,(H,24,32)/t18-,19+,20+,21-,23+/m1/s1
• InChIKey: ZIIQWIUUIAULLO-MKQKURRLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-nitro-N-[3-(4-propylpiperazin-1-yl)propyl]-5-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzamide
• IUPAC Traditional name: @BV1
• Synonyms: BV1

Database IDs

• PubChem SID: 160967260; 46505258
• PubChem CID: 5287853

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.177893
• H Acceptors: 11
• H Donor: 5
• LogD (pH = 5.5): -3.8996568
• LogD (pH = 7.4): -2.2423856
• Log P: -0.7790329
• Molar Refractivity: 129.6903 cm^3
• Polarizability: 50.119747 Å^3
• Polar Surface Area: 180.78 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 0.26
• LOG S: -2.1
• Solubility (Water): 4.08e+00 g/l

DETAILS

DrugBank - DB04210

Drug information: experimental