(15S,16S,18R)-16-hydroxy-16-(hydroxymethyl)-15-methyl-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-nonaen-3-one hydrate

• ChemBase ID: 154471
• Molecular Formular: C26H23N3O5
• Molecular Mass: 457.47792
• Monoisotopic Mass: 457.16377085
• SMILES: C[C@@]12[C@](C[C@H](O1)n1c3ccccc3c3c1c1n2c2ccccc2c1c1c3C(=O)NC1)(CO)O.O
• Canonical SMILES: OC[C@@]1(O)C[C@@H]2O[C@]1(C)n1c3c4n2c2ccccc2c4c2c(c3c3c1cccc3)CNC2=O.O
• InChI: InChI=1S/C26H21N3O4.H2O/c1-25-26(32,12-30)10-18(33-25)28-16-8-4-2-6-13(16)20-21-15(11-27-24(21)31)19-14-7-3-5-9-17(14)29(25)23(19)22(20)28;/h2-9,18,30,32H,10-12H2,1H3,(H,27,31);1H2/t18?,25-,26-;/m0./s1
• InChIKey: LPOQWFBZBJTLEO-IQJIUONVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (15S,16S,18R)-16-hydroxy-16-(hydroxymethyl)-15-methyl-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-nonaen-3-one hydrate
• IUPAC Traditional name: (15S,16S,18R)-16-hydroxy-16-(hydroxymethyl)-15-methyl-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-nonaen-3-one hydrate
• Synonyms: KT-5555 hydrate; Lestaurtinib hydrate; CEP-701 hydrate

Database IDs

• CAS Number: 111358-88-4(anhydrous)
• MDL Number: MFCD12828858
• PubChem SID: 162248610
• PubChem CID: 45111934

CALCULATED PROPERTIES

• Acid pKa: 12.286699
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 2.8648496
• LogD (pH = 7.4): 2.864844
• Log P: 2.8648498
• Molar Refractivity: 121.4082 cm^3
• Polarizability: 51.268646 Å^3
• Polar Surface Area: 88.65 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

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

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C26H21N3O4 · xH2O

DETAILS

Sigma Aldrich - C7869

Biochem/physiol Actions
CEP-701 is a Flt-3 receptor tyrosine kinase inhibitor.