5-{4-[(2R,6R)-13-methoxy-8-oxa-4-azatricyclo[7.4.0.02,6]trideca-1(9),10,12-trien-4-yl]butyl}-12-phenyl-8-thia-3,5,10,13-tetraazatricyclo[7.4.0.02,7]trideca-1(13),2(7),9,11-tetraene-4,6-dione hydrochloride

• ChemBase ID: 153719
• Molecular Formular: C30H30ClN5O4S
• Molecular Mass: 592.1083
• Monoisotopic Mass: 591.17070315
• SMILES: COc1cccc2c1[C@@H]1CN(C[C@@H]1CO2)CCCCn1c(=O)c2c(c3c(s2)ncc(n3)c2ccccc2)[nH]c1=O.Cl
• Canonical SMILES: COc1cccc2c1[C@@H]1CN(C[C@@H]1CO2)CCCCn1c(=O)[nH]c2c(c1=O)sc1c2nc(cn1)c1ccccc1.Cl
• InChI: InChI=1S/C30H29N5O4S.ClH/c1-38-22-10-7-11-23-24(22)20-16-34(15-19(20)17-39-23)12-5-6-13-35-29(36)27-25(33-30(35)37)26-28(40-27)31-14-21(32-26)18-8-3-2-4-9-18;/h2-4,7-11,14,19-20H,5-6,12-13,15-17H2,1H3,(H,33,37);1H/t19-,20-;/m1./s1
• InChIKey: OFPMGRPQOZABPO-GZJHNZOKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-{4-[(2R,6R)-13-methoxy-8-oxa-4-azatricyclo[7.4.0.0^2,^6]trideca-1(9),10,12-trien-4-yl]butyl}-12-phenyl-8-thia-3,5,10,13-tetraazatricyclo[7.4.0.0^2,^7]trideca-1(13),2(7),9,11-tetraene-4,6-dione hydrochloride
• IUPAC Traditional name: 5-{4-[(2R,6R)-13-methoxy-8-oxa-4-azatricyclo[7.4.0.0^2,^6]trideca-1(9),10,12-trien-4-yl]butyl}-12-phenyl-8-thia-3,5,10,13-tetraazatricyclo[7.4.0.0^2,^7]trideca-1(13),2(7),9,11-tetraene-4,6-dione hydrochloride
• Synonyms: (3-[4-((3aR,9bR)-cis-9-methoxy-1,2,3,3a,4,9b-hexahydro-[1]-benzopyrano[3,4-c]Pyrrol-2-yl)butyl]-8-phenyl-pyrazino-[2′,3′:4,5]thieno [3,2-d]pyrimidine-2,4(1H,3H)-dione) hydrochloride; Fiduxosin hydrochloride

Database IDs

• MDL Number: MFCD04974494
• PubChem SID: 24278788; 162247858
• PubChem CID: 172306

CALCULATED PROPERTIES

• Acid pKa: 10.082643
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 1.3157684
• LogD (pH = 7.4): 2.7181773
• Log P: 4.287018
• Molar Refractivity: 152.4313 cm^3
• Polarizability: 59.525455 Å^3
• Polar Surface Area: 96.89 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: soluble10 mg/mL; H2O: insoluble
• Apperance: white solid

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... ADRA1A(148), ADRA1B(147), ADRA1D(146)

Product Information

• Purity: >98% (HPLC)
• Empirical Formula (Hill Notation): C30H29N5O4S · HCl

DETAILS

Sigma Aldrich - F4303

Biochem/physiol Actions
α1-Adrenoceptor antagonist.