(4R,7R)-10-bromo-N,N-diethyl-6-methyl-6,11-diazatetracyclo[7.6.1.02,7.012,16]hexadeca-1(16),2,9,12,14-pentaene-4-carboxamide

• ChemBase ID: 125257
• Molecular Formular: C20H24BrN3O
• Molecular Mass: 402.32806
• Monoisotopic Mass: 401.1102744
• SMILES: CCN(CC)C(=O)[C@H]1CN([C@@H]2Cc3c([nH]c4cccc(c34)C2=C1)Br)C
• Canonical SMILES: CCN(C(=O)[C@H]1CN(C)[C@H]2C(=C1)c1cccc3c1c(C2)c([nH]3)Br)CC
• InChI: InChI=1S/C20H24BrN3O/c1-4-24(5-2)20(25)12-9-14-13-7-6-8-16-18(13)15(19(21)22-16)10-17(14)23(3)11-12/h6-9,12,17,22H,4-5,10-11H2,1-3H3/t12-,17-/m1/s1
• InChIKey: VKRAXSZEDRWLAG-SJKOYZFVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R,7R)-10-bromo-N,N-diethyl-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-carboxamide
• IUPAC Traditional name: 2-bromo-lsd
• Synonyms: 2-bromolysergic acid diethylamide,; BOL-148; 2-Bromo-LSD

Database IDs

• CAS Number: 478-84-2
• PubChem SID: 162219607
• PubChem CID: 10171
• CHEMBL: 274384
• Chemspider ID: 9765
• Wikipedia Title: 2-Bromo-LSD

CALCULATED PROPERTIES

• Acid pKa: 14.944504
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.3529475
• LogD (pH = 7.4): 2.6352715
• Log P: 2.750623
• Molar Refractivity: 106.1395 cm^3
• Polarizability: 41.364925 Å^3
• Polar Surface Area: 39.34 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Legal Status: Not scheduled (USA, Germany, EU precursors)