1-methyl-16-azatetracyclo[7.6.1.0^{2,7}.0^{10,15}]hexadeca-2(7),3,5,10(15),11,13-hexaene; but-2-enedioic acid

• ChemBase ID: 105665
• Molecular Formular: C20H19NO4
• Molecular Mass: 337.36916
• Monoisotopic Mass: 337.13140809
• SMILES: CC12NC(Cc3c1cccc3)c1c2cccc1.OC(=O)/C=C/C(=O)O
• Canonical SMILES: CC12NC(c3c2cccc3)Cc2c1cccc2.OC(=O)/C=C/C(=O)O
• InChI: InChI=1S/C16H15N.C4H4O4/c1-16-13-8-4-2-6-11(13)10-15(17-16)12-7-3-5-9-14(12)16;5-3(6)1-2-4(7)8/h2-9,15,17H,10H2,1H3;1-2H,(H,5,6)(H,7,8)
• InChIKey: QLTXKCWMEZIHBJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-methyl-16-azatetracyclo[7.6.1.0^{2,7}.0^{10,15}]hexadeca-2(7),3,5,10(15),11,13-hexaene; but-2-enedioic acid
• IUPAC Traditional name: 1-methyl-16-azatetracyclo[7.6.1.0^{2,7}.0^{10,15}]hexadeca-2(7),3,5,10(15),11,13-hexaene; butenedioic acid
• Synonyms: Dizocilpine; (+)-MK 801 MALEATE SALT

Database IDs

• CAS Number: 77086-22-7
• EC Number: 278-614-5
• PubChem SID: 162093848
• PubChem CID: 11957625

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 0.44438058
• LogD (pH = 7.4): 2.0864916
• Log P: 3.3085747
• Molar Refractivity: 69.9624 cm^3
• Polarizability: 27.347187 Å^3
• Polar Surface Area: 12.03 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: HP1093575

DETAILS

MP Biomedicals - 02193687

A very potent, selective non-competitive NMDA receptor antagonist.
U.S. patent 4,399,141 (Merck & Co., Inc.)