1-[1-({7-methyl-8-oxa-2-azatricyclo[8.4.0.02,6]tetradeca-1(14),3,5,10,12-pentaen-7-yl}methyl)piperidin-4-yl]-2,3-dihydro-1H-1,3-benzodiazol-2-one; but-2-enedioic acid

• ChemBase ID: 154966
• Molecular Formular: C30H32N4O6
• Molecular Mass: 544.59828
• Monoisotopic Mass: 544.23218476
• SMILES: CC1(c2cccn2c2ccccc2CO1)CN1CCC(CC1)n1c2ccccc2[nH]c1=O.C(=C\C(=O)O)/C(=O)O
• Canonical SMILES: O=c1[nH]c2c(n1C1CCN(CC1)CC1(C)OCc3c(n4c1ccc4)cccc3)cccc2.OC(=O)/C=C/C(=O)O
• InChI: InChI=1S/C26H28N4O2.C4H4O4/c1-26(24-11-6-14-29(24)22-9-4-2-7-19(22)17-32-26)18-28-15-12-20(13-16-28)30-23-10-5-3-8-21(23)27-25(30)31;5-3(6)1-2-4(7)8/h2-11,14,20H,12-13,15-18H2,1H3,(H,27,31);1-2H,(H,5,6)(H,7,8)
• InChIKey: NGODOSILXOFQPH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[1-({7-methyl-8-oxa-2-azatricyclo[8.4.0.0^2,^6]tetradeca-1(14),3,5,10,12-pentaen-7-yl}methyl)piperidin-4-yl]-2,3-dihydro-1H-1,3-benzodiazol-2-one; but-2-enedioic acid
• IUPAC Traditional name: 1-[1-({7-methyl-8-oxa-2-azatricyclo[8.4.0.0^2,^6]tetradeca-1(14),3,5,10,12-pentaen-7-yl}methyl)piperidin-4-yl]-3H-1,3-benzodiazol-2-one; butenedioic acid
• Synonyms: 1,3-Dihydro-1-[1-[(4-methyl-4H,6H-pyrrolo[1,2-a][4,1]- benzoxazepin-4-yl)methyl]-4-piperidinyl]-2H-benzimidazol-2-one maleate; CGS9343B; KW-5617; Zaldaride maleate; CGS-9343B

Database IDs

• CAS Number: 109826-27-9
• MDL Number: MFCD04113002
• PubChem SID: 162249104
• PubChem CID: 14171586

CALCULATED PROPERTIES

• Acid pKa: 12.898577
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.1830828
• LogD (pH = 7.4): 2.9382784
• Log P: 3.5179
• Molar Refractivity: 136.7108 cm^3
• Polarizability: 48.670113 Å^3
• Polar Surface Area: 49.74 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL
• Apperance: white to off-white powder

Safety Information

• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C26H28N4O2 · C4H4O4

DETAILS

Sigma Aldrich - C1619

Biochem/physiol Actions
CGS-9343B is a selective calmodulin antagonist with minimal protein kinase C or antidopaminergic activity. CGS-9343B is a potent inhibitor of calmodulin-activated (Type I) phosphodiesterase activity with IC50 in the nanomolar range.