{[(2R,4S,7R)-6,11-dimethyl-6,11-diazatetracyclo[7.6.1.02,7.012,16]hexadeca-1(15),9,12(16),13-tetraen-4-yl]sulfamoyl}dimethylamine hydrochloride

• ChemBase ID: 131207
• Molecular Formular: C18H27ClN4O2S
• Molecular Mass: 398.95058
• Monoisotopic Mass: 398.1543248
• SMILES: Cn1cc2c3c1cccc3[C@H]1C[C@@H](CN([C@@H]1C2)C)NS(=O)(=O)N(C)C.Cl
• Canonical SMILES: CN1C[C@H](C[C@H]2[C@H]1Cc1cn(c3c1c2ccc3)C)NS(=O)(=O)N(C)C.Cl
• InChI: InChI=1S/C18H26N4O2S.ClH/c1-20(2)25(23,24)19-13-9-15-14-6-5-7-16-18(14)12(10-21(16)3)8-17(15)22(4)11-13;/h5-7,10,13,15,17,19H,8-9,11H2,1-4H3;1H/t13-,15+,17+;/m0./s1
• InChIKey: HANSYUJEPWNHIM-IVMONYBCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,4S,7R)-6,11-dimethyl-6,11-diazatetracyclo[7.6.1.0^2,^7.0^1^2,^1^6]hexadeca-1(15),9,12(16),13-tetraen-4-yl]sulfamoyl}dimethylamine hydrochloride
• IUPAC Traditional name: {[(2R,4S,7R)-6,11-dimethyl-6,11-diazatetracyclo[7.6.1.0^2,^7.0^1^2,^1^6]hexadeca-1(15),9,12(16),13-tetraen-4-yl]sulfamoyl}dimethylamine hydrochloride
• Synonyms: Mesulergine hydrochloride; CU 32-085 盐酸盐; N′-[(8α)-1,6-Dimethylergolin-8-yl]-N,N-dimethylsulfamide 盐酸盐; 美舒麦角 盐酸盐

Database IDs

• MDL Number: MFCD00153828
• PubChem SID: 162225485
• PubChem CID: 155746

CALCULATED PROPERTIES

• Acid pKa: 11.121678
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.3320363
• LogD (pH = 7.4): 0.96454686
• Log P: 1.0848038
• Molar Refractivity: 100.2916 cm^3
• Polarizability: 40.68767 Å^3
• Polar Surface Area: 57.58 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble4 mg/mL
• Apperance: white
• Optical Rotation: [α]22/D -23.8°, c = 0.34 in pyridine(lit.)

Safety Information

• German water hazard class: 3

Pharmacology Properties

• Gene Information: human ... DRD1(1812), DRD2(1813), DRD3(1814), DRD4(1815), DRD5(1816)

DETAILS

Sigma Aldrich - M153

Biochem/physiol Actions
表现出抗帕金森病活性的多巴胺能受体激动剂；5-HT2C 羟色胺受体拮抗剂。