N-(1-hydroxybutan-2-yl)-6,11-dimethyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),2,9,12,14-pentaene-4-carboxamide; but-2-enedioic acid

• ChemBase ID: 105664
• Molecular Formular: C25H31N3O6
• Molecular Mass: 469.53014
• Monoisotopic Mass: 469.22128573
• SMILES: CCC(CO)NC(=O)C1CN(C)C2Cc3cn(C)c4cccc(C2=C1)c34.OC(=O)/C=C/C(=O)O
• Canonical SMILES: OC(=O)/C=C/C(=O)O.CCC(NC(=O)C1CN(C)C2C(=C1)c1cccc3c1c(C2)cn3C)CO
• InChI: InChI=1S/C21H27N3O2.C4H4O4/c1-4-15(12-25)22-21(26)14-8-17-16-6-5-7-18-20(16)13(10-23(18)2)9-19(17)24(3)11-14;5-3(6)1-2-4(7)8/h5-8,10,14-15,19,25H,4,9,11-12H2,1-3H3,(H,22,26);1-2H,(H,5,6)(H,7,8)
• InChIKey: LWYXFDXUMVEZKS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(1-hydroxybutan-2-yl)-6,11-dimethyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),2,9,12,14-pentaene-4-carboxamide; but-2-enedioic acid
• IUPAC Traditional name: @methysergide; butenedioic acid
• Synonyms: 1-(Hydroxymethyl)propylamide of 1-Methyl-(+)-LY-Sergic Aciid Hydrogen Maleate; Methysergide Bimaleate; METHYLSERGIDE MALEATE SALT

Database IDs

• CAS Number: 129-49-7
• EC Number: 204-950-9
• PubChem SID: 162092372
• PubChem CID: 71299723

CALCULATED PROPERTIES

• Acid pKa: 15.006512
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.5095057
• LogD (pH = 7.4): 1.2321609
• Log P: 1.8168944
• Molar Refractivity: 104.4726 cm^3
• Polarizability: 41.054924 Å^3
• Polar Surface Area: 57.5 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: Decomposes above 165°C

Safety Information

• Storage Condition: Room Temperature (15-30°C), Desiccate
• RTECS: KE5410000
• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• Hazard Class: 6.1
• Packing Group: III
• Australian Hazchem: 2X
• Risk Statements: R:25
• Safety Statements: S:28-29-36/37/39-45
• EU Classification: T2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 154

DETAILS

MP Biomedicals - 02193686

Maleate Salt
Serotonin receptor antagonist.