methyl (15R,16S)-3,16-dihydroxy-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),3,7(27),8,10,12,20(25),21,23-decaene-16-carboxylate

• ChemBase ID: 127961
• Molecular Formular: C27H21N3O5
• Molecular Mass: 467.47274
• Monoisotopic Mass: 467.14812079
• SMILES: C[C@@]12[C@@](CC(n3c4ccccc4c4c5c(CN=C5O)c5c6ccccc6n1c5c34)O2)(C(=O)OC)O
• Canonical SMILES: COC(=O)[C@]1(O)CC2O[C@@]1(C)n1c3ccccc3c3c1c1n2c2ccccc2c1c1c3CN=C1O
• 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-/m1/s1
• InChIKey: KOZFSFOOLUUIGY-CYBHFKQVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (15R,16S)-3,16-dihydroxy-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),3,7(27),8,10,12,20(25),21,23-decaene-16-carboxylate
• IUPAC Traditional name: methyl (15R,16S)-3,16-dihydroxy-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),3,7(27),8,10,12,20(25),21,23-decaene-16-carboxylate
• Synonyms: K252a

Database IDs

• CAS Number: 99533-80-9
• PubChem SID: 162222277
• PubChem CID: 3035817; 11612445
• CHEMBL: 281948
• Chemspider ID: 2299962
• IUPHAR ligand ID: 336
• Unique Ingredient Identifier: IV7H45AM5B
• Wikipedia Title: K252a

CALCULATED PROPERTIES

• Acid pKa: 7.693012
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 4.2899833
• LogD (pH = 7.4): 4.1229796
• Log P: 4.3028116
• Molar Refractivity: 126.6415 cm^3
• Polarizability: 53.381393 Å^3
• Polar Surface Area: 98.21 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Soluble in DMSO, dichloromethane, and methanol