methyl (15S,16R,18R)-16-hydroxy-15-methyl-3-oxo-28-oxa-4,14,19-triazaoctacyclo[12.11.2.1^{15,18}.0^{2,6}.0^{7,27}.0^{8,13}.0^{19,26}.0^{20,25}]octacosa-1,6,8,10,12,20,22,24,26-nonaene-16-carboxylate

• ChemBase ID: 1911
• Molecular Formular: C27H21N3O5
• Molecular Mass: 467.47274
• Monoisotopic Mass: 467.14812079
• SMILES: O=C(OC)[C@]1(O)[C@@]2(O[C@H](n3c4c5n2c2c(c5c5c(c4c4c3cccc4)C(=O)NC5)cccc2)C1)C
• Canonical SMILES: COC(=O)[C@@]1(O)C[C@@H]2O[C@]1(C)n1c3ccccc3c3c1c1n2c2ccccc2c1c1c3CNC1=O
• InChI: InChI=1S/C27H21N3O5/c1-26-27(33,25(32)34-2)11-18(35-26)29-16-9-5-3-7-13(16)20-21-15(12-28-24(21)31)19-14-8-4-6-10-17(14)30(26)23(19)22(20)29/h3-10,18,33H,11-12H2,1-2H3,(H,28,31)/t18?,26-,27-/m0/s1
• InChIKey: KOZFSFOOLUUIGY-BEJFKGIZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (15S,16R,18R)-16-hydroxy-15-methyl-3-oxo-28-oxa-4,14,19-triazaoctacyclo[12.11.2.1^{15,18}.0^{2,6}.0^{7,27}.0^{8,13}.0^{19,26}.0^{20,25}]octacosa-1,6,8,10,12,20,22,24,26-nonaene-16-carboxylate; methyl (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-carboxylate
• IUPAC Traditional name: methyl (15S,16R,18R)-16-hydroxy-15-methyl-3-oxo-28-oxa-4,14,19-triazaoctacyclo[12.11.2.1^{15,18}.0^{2,6}.0^{7,27}.0^{8,13}.0^{19,26}.0^{20,25}]octacosa-1,6,8,10,12,20,22,24,26-nonaene-16-carboxylate; methyl (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-carboxylate
• Synonyms: K-252a; 2,3,9,10,11,12-Hexahydro-10-hydroxy-9-methyl-1-oxo-(9S,10R,12R)-9,12-epoxy-1H-diindolo[1,2,3-fg:3’,2’,1’-kl]pyrrolo[3,4-i][1,6]benzodiazocine-10-carboxylic Acd Methyl Ester; Antibiotic K252a; Antibiotic SF 2370; SF 2370; K252a

Database IDs

• CAS Number: 97161-97-2
• PubChem SID: 160965366; 46504455
• PubChem CID: 3035817

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.71429
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.4832048
• LogD (pH = 7.4): 3.4829972
• Log P: 3.4832075
• Molar Refractivity: 126.1198 cm^3
• Polarizability: 53.223053 Å^3
• Polar Surface Area: 94.72 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.91
• LOG S: -3.89
• Solubility (Water): 5.97e-02 g/l

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: White Solid
• Melting Point: 262-263°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

DrugBank - DB02152

Drug information: experimental

Toronto Research Chemicals - K000500

Protein kinase inhibitor.