methyl (4R,7R)-6-methyl-6,11-diazatetracyclo[7.6.1.02,7.012,16]hexadeca-1(16),2,9,12,14-pentaene-4-carboxylate

• ChemBase ID: 128153
• Molecular Formular: C17H18N2O2
• Molecular Mass: 282.33702
• Monoisotopic Mass: 282.13682783
• SMILES: O=C(OC)[C@@H]1C=C2c3cccc4c3c(c[nH]4)C[C@H]2N(C1)C
• Canonical SMILES: COC(=O)[C@H]1CN(C)[C@H]2C(=C1)c1cccc3c1c(C2)c[nH]3
• InChI: InChI=1S/C17H18N2O2/c1-19-9-11(17(20)21-2)6-13-12-4-3-5-14-16(12)10(8-18-14)7-15(13)19/h3-6,8,11,15,18H,7,9H2,1-2H3/t11-,15-/m1/s1
• InChIKey: RNHDWLRHUJZABX-IAQYHMDHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (4R,7R)-6-methyl-6,11-diazatetracyclo[7.6.1.0^2,^7.0^1^2,^1^6]hexadeca-1(16),2,9,12,14-pentaene-4-carboxylate
• IUPAC Traditional name: lysergic acid methyl ester
• Synonyms: Methyl lysergate; Lysergic acid methyl ester

Database IDs

• CAS Number: 4579-64-0
• PubChem SID: 162222467
• PubChem CID: 11414860
• Chemspider ID: 9589747
• Wikipedia Title: Lysergic_acid_methyl_ester

CALCULATED PROPERTIES

• Acid pKa: 17.017443
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.013495199
• LogD (pH = 7.4): 1.6780413
• Log P: 2.0733836
• Molar Refractivity: 82.391 cm^3
• Polarizability: 32.70867 Å^3
• Polar Surface Area: 45.33 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true