(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

• ChemBase ID: 172265
• Molecular Formular: C26H21N3O4
• Molecular Mass: 439.46264
• Monoisotopic Mass: 439.15320617
• SMILES: c1ccc2c(c1)n1c3c2c2c(c4c3n(c3c4cccc3)[C@]3(O[C@@H]1C[C@@]3(CO)O)C)CNC2=O
• Canonical SMILES: OC[C@@]1(O)C[C@H]2O[C@]1(C)n1c3c4n2c2ccccc2c4c2c(c3c3c1cccc3)CNC2=O
• InChI: InChI=1S/C26H21N3O4/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)/t18?,25-,26-/m0/s1
• InChIKey: UIARLYUEJFELEN-DMVVYWCZSA-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
• 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
• Synonyms: (9S,10S,12R)-2,3,9,10,11,12-Hexahydro-10-hydroxy-10-(hydroxymethyl)-9-methyl-9,12-epoxy-1H-diindolo[1,2,3-fg:3’,2’,1’-kl]pyrrolo[3,4-i][1,6]benzodiazocin-1-one; A 154475.0; CEP 701; KT 5555; SP 924; Lestaurtinib

Database IDs

• CAS Number: 111358-88-4
• PubChem SID: 164228175
• PubChem CID: 126565

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: Methanol
• Apperance: Off-White Solid
• Melting Point: 270-275°C (dec.)

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Photosensitive

DETAILS

Toronto Research Chemicals - L329800

It is used for the treatment of pancreatic cancer and acute myelogenous leukaemia (AML).