(10S,11R,12S,14S,16R,20R,21R,22S,24E)-16-[(S)-amino(hydroxy)methoxy]-12-hydroxy-20-[(2R,3R,7R,8S,9R,10E)-11-[(hydroxymethyl)(methyl)amino]-2,8-dimethoxy-3,7,9-trimethyl-6-oxoundec-10-en-1-yl]-10,22-dimethoxy-11,14,21-trimethyl-3,7,19,27-tetraoxa-29,30,31-triazatetracyclo[24.2.1.1^{2,5}.1^{6,9}]hentriaconta-1(28),2(31),4,6(30),8,24,26(29)-heptaen-18-one

• ChemBase ID: 3275
• Molecular Formular: C48H75N5O14
• Molecular Mass: 946.1342
• Monoisotopic Mass: 945.53105211
• SMILES: CO[C@H](C[C@H]1OC(=O)C[C@@H](C[C@@H](C)C[C@H](O)[C@@H](C)[C@@H](OC)c2coc(n2)c2coc(n2)c2coc(/C=C/C[C@H](OC)[C@H]1C)n2)O[C@@H](N)O)[C@H](C)CCC(=O)[C@H](C)[C@@H](OC)[C@H](C)/C=C/N(C)CO
• Canonical SMILES: CO[C@@H]([C@@H](CCC(=O)[C@@H]([C@H]([C@@H](/C=C/N(CO)C)C)OC)C)C)C[C@H]1OC(=O)C[C@@H](C[C@@H](C)C[C@H](O)[C@@H](C)[C@@H](OC)c2coc(c3nc(c4nc(/C=C/C[C@@H]([C@H]1C)OC)oc4)oc3)n2)O[C@H](O)N
• InChI: InChI=1S/C48H75N5O14/c1-27-19-33(66-48(49)58)21-43(57)67-41(22-40(60-9)28(2)15-16-37(55)30(4)44(61-10)29(3)17-18-53(7)26-54)32(6)39(59-8)13-12-14-42-50-35(24-63-42)46-52-36(25-65-46)47-51-34(23-64-47)45(62-11)31(5)38(56)20-27/h12,14,17-18,23-25,27-33,38-41,44-45,48,54,56,58H,13,15-16,19-22,26,49H2,1-11H3/b14-12+,18-17+/t27-,28-,29-,30+,31-,32-,33-,38+,39+,40-,41-,44+,45+,48+/m1/s1
• InChIKey: XYKNXOJYKRVXBX-LBCSWZFUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (10S,11R,12S,14S,16R,20R,21R,22S,24E)-16-[(S)-amino(hydroxy)methoxy]-12-hydroxy-20-[(2R,3R,7R,8S,9R,10E)-11-[(hydroxymethyl)(methyl)amino]-2,8-dimethoxy-3,7,9-trimethyl-6-oxoundec-10-en-1-yl]-10,22-dimethoxy-11,14,21-trimethyl-3,7,19,27-tetraoxa-29,30,31-triazatetracyclo[24.2.1.1^{2,5}.1^{6,9}]hentriaconta-1(28),2(31),4,6(30),8,24,26(29)-heptaen-18-one
• IUPAC Traditional name: (10S,11R,12S,14S,16R,20R,21R,22S,24E)-16-[(S)-amino(hydroxy)methoxy]-12-hydroxy-20-[(2R,3R,7R,8S,9R,10E)-11-[(hydroxymethyl)(methyl)amino]-2,8-dimethoxy-3,7,9-trimethyl-6-oxoundec-10-en-1-yl]-10,22-dimethoxy-11,14,21-trimethyl-3,7,19,27-tetraoxa-29,30,31-triazatetracyclo[24.2.1.1^{2,5}.1^{6,9}]hentriaconta-1(28),2(31),4,6(30),8,24,26(29)-heptaen-18-one
• Synonyms: Kabiramide C

Database IDs

• PubChem SID: 160966717; 46505455
• PubChem CID: 46936733

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.40421
• H Acceptors: 15
• H Donor: 4
• LogD (pH = 5.5): 2.780009
• LogD (pH = 7.4): 4.4530063
• Log P: 4.867803
• Molar Refractivity: 268.1182 cm^3
• Polarizability: 98.48855 Å^3
• Polar Surface Area: 257.56 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 3.68
• LOG S: -4.61
• Solubility (Water): 2.31e-02 g/l

DETAILS

DrugBank - DB03616

Drug information: experimental