ethyl (7S)-15-methoxy-12-oxo-2,4,11-triazatetracyclo[11.4.0.02,6.07,11]heptadeca-1(17),3,5,13,15-pentaene-5-carboxylate

• ChemBase ID: 155395
• Molecular Formular: C18H19N3O4
• Molecular Mass: 341.36116
• Monoisotopic Mass: 341.1375561
• SMILES: CCOC(=O)c1c2n(cn1)c1ccc(cc1C(=O)N1[C@H]2CCC1)OC
• Canonical SMILES: CCOC(=O)c1ncn2c1[C@@H]1CCCN1C(=O)c1c2ccc(c1)OC
• InChI: InChI=1S/C18H19N3O4/c1-3-25-18(23)15-16-14-5-4-8-20(14)17(22)12-9-11(24-2)6-7-13(12)21(16)10-19-15/h6-7,9-10,14H,3-5,8H2,1-2H3/t14-/m0/s1
• InChIKey: YKYOQIXTECBVBB-AWEZNQCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (7S)-15-methoxy-12-oxo-2,4,11-triazatetracyclo[11.4.0.0^2,^6.0^7,^1^1]heptadeca-1(17),3,5,13,15-pentaene-5-carboxylate
• IUPAC Traditional name: ethyl (7S)-15-methoxy-12-oxo-2,4,11-triazatetracyclo[11.4.0.0^2,^6.0^7,^1^1]heptadeca-1(17),3,5,13,15-pentaene-5-carboxylate
• Synonyms: Ethyl (S)-11,12,13,13a-Tetrahydro-7-methoxy-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylate; L-655708; L-655,708

Database IDs

• CAS Number: 130477-52-0
• MDL Number: MFCD02684528
• PubChem SID: 24278527; 162249533
• PubChem CID: 5311203

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 0.3296351
• LogD (pH = 7.4): 0.33187142
• Log P: 0.3319
• Molar Refractivity: 101.3866 cm^3
• Polarizability: 34.975216 Å^3
• Polar Surface Area: 73.66 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble6 mg/mL; H2O: insoluble
• Apperance: powder

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... GABRA5(2558)

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C18H19N3O4

DETAILS

Sigma Aldrich - L9787

Biochem/physiol Actions
Novel ligand selective for the benzodiazepine site of GABAA receptors which contain the α5 subunit.