1-[(1S,2S,4S,5S,7S,10R,11S,13S,14S,15S)-5,14-bis(acetyloxy)-2,15-dimethyl-4-(1-methylpiperidin-1-ium-1-yl)tetracyclo[8.7.0.02,7.011,15]heptadecan-13-yl]-1-methylpiperidin-1-ium dibromide

• ChemBase ID: 176217
• Molecular Formular: C35H60Br2N2O4
• Molecular Mass: 732.6699
• Monoisotopic Mass: 730.29198241
• SMILES: [C@H]1([C@H](C[C@H]2[C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@@H]([C@H](C2)[N+]1(CCCCC1)C)OC(=O)C)C)C)OC(=O)C)[N+]1(CCCCC1)C.[Br-].[Br-]
• Canonical SMILES: CC(=O)O[C@H]1C[C@@H]2CC[C@@H]3[C@@H]([C@]2(C[C@@H]1[N+]1(C)CCCCC1)C)CC[C@]1([C@H]3C[C@@H]([C@H]1OC(=O)C)[N+]1(C)CCCCC1)C.[Br-].[Br-]
• InChI: InChI=1S/C35H60N2O4.2BrH/c1-24(38)40-32-21-26-13-14-27-28(35(26,4)23-31(32)37(6)19-11-8-12-20-37)15-16-34(3)29(27)22-30(33(34)41-25(2)39)36(5)17-9-7-10-18-36;;/h26-33H,7-23H2,1-6H3;2*1H/q+2;;/p-2/t26-,27+,28-,29-,30-,31-,32-,33+,34-,35-;;/m0../s1
• InChIKey: NPIJXCQZLFKBMV-WDKHLBEOSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(1S,2S,4S,5S,7S,10R,11S,13S,14S,15S)-5,14-bis(acetyloxy)-2,15-dimethyl-4-(1-methylpiperidin-1-ium-1-yl)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-13-yl]-1-methylpiperidin-1-ium dibromide
• IUPAC Traditional name: 1-[(1S,2S,4S,5S,7S,10R,11S,13S,14S,15S)-5,14-bis(acetyloxy)-2,15-dimethyl-4-(1-methylpiperidin-1-ium-1-yl)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-13-yl]-1-methylpiperidin-1-ium dibromide
• Synonyms: 1,1'-[(2β,3α,5α,16β,17β)-3,17-Bis(acetyloxy)androstane-2,16-diyl]bis[1-methylpiperidinium Dibromide; Mioblock; NA 97; NSC 293162; Org NA 97; Org-NE 35; 1,1'-(3α,17β-Dihydroxy-5α-androstan-2β,16β-ylene)bis[1-methylpiperidinium] Dibromide Diacetate; Pancuronium; Pancuronium dibromide; Pavulon; 2β,16β-Dipiperidino-5α-androstane-3α,17β-diol Diacetate Dimethobromide; Pancuronium Bromide

Database IDs

• CAS Number: 15500-66-0
• PubChem SID: 164232127
• PubChem CID: 14029390

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -3.2702475
• LogD (pH = 7.4): -3.2702475
• Log P: -3.2702475
• Molar Refractivity: 185.222 cm^3
• Polarizability: 65.27438 Å^3
• Polar Surface Area: 52.6 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - P178500

A potent steroidal neuromuscular blocking agent; muscle relaxant.

REFERENCES

• Buckett, W.R. et al.: Br. J. Pharmacol. Chemother., 32, 671 (1968)
• Mol, W.E.M. et al.: Biochem. Pharmacol., 44, 1453 (1968)
• Playfor, S.D. et al.: Paediatric Clin. Pharmacol., 553 (1968)