11-methyl-11,21-diazatetracyclo[12.7.0.03,8.015,20]henicosa-1(14),3,5,7,15,17,19-heptaene

• ChemBase ID: 153314
• Molecular Formular: C20H22N2
• Molecular Mass: 290.40208
• Monoisotopic Mass: 290.17829871
• SMILES: CN1CCc2ccccc2Cc2c(c3ccccc3[nH]2)CC1
• Canonical SMILES: CN1CCc2ccccc2Cc2c(CC1)c1ccccc1[nH]2
• InChI: InChI=1S/C20H22N2/c1-22-12-10-15-6-2-3-7-16(15)14-20-18(11-13-22)17-8-4-5-9-19(17)21-20/h2-9,21H,10-14H2,1H3
• InChIKey: YEWGIGCYIAMFMA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 11-methyl-11,21-diazatetracyclo[12.7.0.0^3,^8.0^1^5,^2^0]henicosa-1(14),3,5,7,15,17,19-heptaene
• IUPAC Traditional name: 11-methyl-11,21-diazatetracyclo[12.7.0.0^3,^8.0^1^5,^2^0]henicosa-1(14),3,5,7,15,17,19-heptaene
• Synonyms: 7-Methyl-6,7,8,9,14,15-hexahydro-5H-benz[d]indolo[2,3-g]azecine; LE 300

Database IDs

• MDL Number: MFCD00951284
• PubChem SID: 162247453; 24278519
• PubChem CID: 4350931

CALCULATED PROPERTIES

• Acid pKa: 16.74621
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.1376528
• LogD (pH = 7.4): 2.8271275
• Log P: 4.197842
• Molar Refractivity: 93.5205 cm^3
• Polarizability: 36.885853 Å^3
• Polar Surface Area: 19.03 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble26 mg/mL; H2O: insoluble
• Apperance: solid

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 ... DRD1(1812), DRD2(1813), DRD3(1814), DRD4(1815), DRD5(1816)rat ... Drd1a(24316)

Product Information

• Empirical Formula (Hill Notation): C20H22N2

DETAILS

Sigma Aldrich - L8401

Biochem/physiol Actions
Potent, selective D1 dopamine receptor antagonist.