(15S,16R,18R)-16-hydroxy-15-methyl-3-oxo-28-oxa-4,14,19-triazaoctacyclo[12.11.2.115,18.02,6.07,27.08,13.019,26.020,25]octacosa-1(26),2(6),7(27),8,10,12,20(25),21,23-nonaene-16-carboxylic acid

• ChemBase ID: 154427
• Molecular Formular: C26H19N3O5
• Molecular Mass: 453.44616
• Monoisotopic Mass: 453.13247072
• SMILES: C[C@@]12[C@](C[C@H](O1)n1c3ccccc3c3c1c1n2c2ccccc2c1c1c3C(=O)NC1)(C(=O)O)O
• Canonical SMILES: O=C1NCc2c1c1c3ccccc3n3c1c1c2c2ccccc2n1[C@]1(O[C@H]3C[C@]1(O)C(=O)O)C
• InChI: InChI=1S/C26H19N3O5/c1-25-26(33,24(31)32)10-17(34-25)28-15-8-4-2-6-12(15)19-20-14(11-27-23(20)30)18-13-7-3-5-9-16(13)29(25)22(18)21(19)28/h2-9,17,33H,10-11H2,1H3,(H,27,30)(H,31,32)/t17?,25-,26-/m0/s1
• InChIKey: AMSOPBXQXSAAAC-ZSXHFAANSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (15S,16R,18R)-16-hydroxy-15-methyl-3-oxo-28-oxa-4,14,19-triazaoctacyclo[12.11.2.1^1^5,^1^8.0^2,^6.0^7,^2^7.0^8,^1^3.0^1^9,^2^6.0^2^0,^2^5]octacosa-1(26),2(6),7(27),8,10,12,20(25),21,23-nonaene-16-carboxylic acid
• IUPAC Traditional name: (15S,16R,18R)-16-hydroxy-15-methyl-3-oxo-28-oxa-4,14,19-triazaoctacyclo[12.11.2.1^1^5,^1^8.0^2,^6.0^7,^2^7.0^8,^1^3.0^1^9,^2^6.0^2^0,^2^5]octacosa-1(26),2(6),7(27),8,10,12,20(25),21,23-nonaene-16-carboxylic acid
• Synonyms: K-252b solution

Database IDs

• CAS Number: 99570-78-2
• PubChem SID: 162248566
• PubChem CID: 9981344

CALCULATED PROPERTIES

• Acid pKa: 3.867448
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 1.7002265
• LogD (pH = 7.4): 0.10720174
• Log P: 3.3373134
• Molar Refractivity: 121.3507 cm^3
• Polarizability: 51.116554 Å^3
• Polar Surface Area: 105.72 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: ready-to-use solution

Safety Information

• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC)
• Concentration: 1 mM in DMSO
• Biological Source: from Nonomuraea longicatena
• Shipped in: wet ice
• Empirical Formula (Hill Notation): C26H19N3O5

DETAILS

Sigma Aldrich - K2139

Biochem/physiol Actions
Non-selective protein kinase inhibitor; ecto-protein kinase inhibitor; PKC inhibitor