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

• ChemBase ID: 2932
• Molecular Formular: C23H37N5O9
• Molecular Mass: 527.56798
• Monoisotopic Mass: 527.25912779
• SMILES: NCCCN1CCN(CCCNC(=O)c2cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc(c2)[N+](=O)[O-])CC1
• Canonical SMILES: NCCCN1CCN(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/C23H37N5O9/c24-3-1-5-26-7-9-27(10-8-26)6-2-4-25-22(33)15-11-16(28(34)35)13-17(12-15)36-23-21(32)20(31)19(30)18(14-29)37-23/h11-13,18-21,23,29-32H,1-10,14,24H2,(H,25,33)/t18-,19-,20+,21-,23-/m1/s1
• InChIKey: UEIGEWJJVQHIAX-ZFVIQDPVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{3-[4-(3-aminopropyl)piperazin-1-yl]propyl}-3-nitro-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzamide
• IUPAC Traditional name: N-{3-[4-(3-aminopropyl)piperazin-1-yl]propyl}-3-nitro-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzamide
• Synonyms: N-{3-[4-(3-Amino-Propyl)-Piperazin-1-Yl]-Propyl}-3-Nitro-5-(Galactopyranosyl)-Alpha-Benzamide; N-{3-[4-(3-Amino-Propyl)-Piperazin-1-Yl]-Propyl}-3-Nitro-5-(Galactopyranosyl)-Beta-Benzamide

Database IDs

• PubChem SID: 46507990; 160966379; 46506506
• PubChem CID: 46936618

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.181442
• H Acceptors: 12
• H Donor: 6
• LogD (pH = 5.5): -7.9526753
• LogD (pH = 7.4): -5.7414293
• Log P: -2.3953872
• Molar Refractivity: 133.2329 cm^3
• Polarizability: 51.648537 Å^3
• Polar Surface Area: 206.8 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.3
• LOG S: -2.14
• Solubility (Water): 3.81e+00 g/l

DETAILS

DrugBank - DB04073

Drug information: experimental

DrugBank - DB03235

Drug information: experimental