(4R,7R)-N-[(1S,2S,4R,7S)-2,10-dihydroxy-7-(2-methylpropyl)-5,8-dioxo-4-(propan-2-yl)-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.02,7.012,16]hexadeca-1(16),9,12,14-tetraene-4-carboxamide

• ChemBase ID: 170240
• Molecular Formular: C32H43N5O6
• Molecular Mass: 593.71372
• Monoisotopic Mass: 593.32133412
• SMILES: c1cc2[nH]cc3C[C@@H]4C(c(c1)c23)C[C@H](CN4C)C(=O)N[C@]1(C(=O)N2[C@@](O1)([C@H]1N(C(=O)[C@@H]2CC(C)C)C(CC1)O)O)C(C)C
• Canonical SMILES: CC(C[C@H]1C(=O)N2C(O)CC[C@H]2[C@]2(N1C(=O)[C@@](O2)(NC(=O)[C@H]1CN(C)[C@H]2C(C1)c1cccc3c1c(C2)c[nH]3)C(C)C)O)C
• InChI: InChI=1S/C32H43N5O6/c1-16(2)11-24-29(40)36-25(9-10-26(36)38)32(42)37(24)30(41)31(43-32,17(3)4)34-28(39)19-12-21-20-7-6-8-22-27(20)18(14-33-22)13-23(21)35(5)15-19/h6-8,14,16-17,19,21,23-26,33,38,42H,9-13,15H2,1-5H3,(H,34,39)/t19-,21?,23-,24+,25+,26?,31-,32+/m1/s1
• InChIKey: BFLHMXBCIVJINI-GGJTVNGNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R,7R)-N-[(1S,2S,4R,7S)-2,10-dihydroxy-7-(2-methylpropyl)-5,8-dioxo-4-(propan-2-yl)-3-oxa-6,9-diazatricyclo[7.3.0.0^2,^6]dodecan-4-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.0^2,^7.0^1^2,^1^6]hexadeca-1(16),9,12,14-tetraene-4-carboxamide
• IUPAC Traditional name: (4R,7R)-N-[(1S,2S,4R,7S)-2,10-dihydroxy-4-isopropyl-7-(2-methylpropyl)-5,8-dioxo-3-oxa-6,9-diazatricyclo[7.3.0.0^2,^6]dodecan-4-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.0^2,^7.0^1^2,^1^6]hexadeca-1(16),9,12,14-tetraene-4-carboxamide
• Synonyms: (5'α,8’RS,10α)-9,10-Dihydro-8',12'-dihydroxy-2'-(1-methylethyl)-5'-(2-methylpropyl)ergotaman-3',6',18-trione; 8'-Hydroxy-9,10-dihydro α-Ergocryptine

Database IDs

• PubChem SID: 164226150
• PubChem CID: 71748891

CALCULATED PROPERTIES

• Acid pKa: 9.708113
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 0.19672713
• LogD (pH = 7.4): 1.9560546
• Log P: 2.831847
• Molar Refractivity: 158.4749 cm^3
• Polarizability: 63.11246 Å^3
• Polar Surface Area: 138.44 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - H827200

An impurity of 2-Bromo α-Ergocryptine Mesylate (B682600).