(8S,11R,14S)-14-{2-[(2R)-2-[(2R)-2-(N,10-dimethylundecanamido)-3-hydroxypropanamido]propanamido]-N-methylacetamido}-3,18-dihydroxy-11-methyl-10,13-dioxo-9,12-diazatricyclo[13.3.1.1^{2,6}]icosa-1(19),2(20),3,5,15,17-hexaene-8-carboxylic acid

• ChemBase ID: 1701
• Molecular Formular: C42H60N6O11
• Molecular Mass: 824.9594
• Monoisotopic Mass: 824.43200677
• SMILES: CC(C)CCCCCCCCC(=O)N(C)[C@H](CO)C(=O)N[C@H](C)C(=O)NCC(=O)N(C)[C@@H]1C(=O)N[C@H](C)C(=O)N[C@@H](Cc2ccc(O)c(c2)c2cc1ccc2O)C(=O)O
• Canonical SMILES: OC[C@@H](N(C(=O)CCCCCCCCC(C)C)C)C(=O)N[C@@H](C(=O)NCC(=O)N([C@@H]1C(=O)N[C@H](C)C(=O)N[C@@H](Cc2cc(c3cc1ccc3O)c(O)cc2)C(=O)O)C)C
• InChI: InChI=1S/C42H60N6O11/c1-24(2)13-11-9-7-8-10-12-14-35(52)47(5)32(23-49)40(56)44-25(3)38(54)43-22-36(53)48(6)37-28-16-18-34(51)30(21-28)29-19-27(15-17-33(29)50)20-31(42(58)59)46-39(55)26(4)45-41(37)57/h15-19,21,24-26,31-32,37,49-51H,7-14,20,22-23H2,1-6H3,(H,43,54)(H,44,56)(H,45,57)(H,46,55)(H,58,59)/t25-,26-,31+,32-,37+/m1/s1
• InChIKey: YFSXYWAZCKMYJN-IRWFPOEQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (8S,11R,14S)-14-{2-[(2R)-2-[(2R)-2-(N,10-dimethylundecanamido)-3-hydroxypropanamido]propanamido]-N-methylacetamido}-3,18-dihydroxy-11-methyl-10,13-dioxo-9,12-diazatricyclo[13.3.1.1^{2,6}]icosa-1(19),2(20),3,5,15,17-hexaene-8-carboxylic acid
• IUPAC Traditional name: (8S,11R,14S)-14-{2-[(2R)-2-[(2R)-2-(N,10-dimethylundecanamido)-3-hydroxypropanamido]propanamido]-N-methylacetamido}-3,18-dihydroxy-11-methyl-10,13-dioxo-9,12-diazatricyclo[13.3.1.1^{2,6}]icosa-1(19),2(20),3,5,15,17-hexaene-8-carboxylic acid
• Synonyms: N-Methyl-N-(10-Methylundecanoyl)-D-Seryl-L-Alanyl-N~1~-[(7s,10s,13s)-13-Carboxy-3,18-Dihydroxy-10-Methyl-8,11-Dioxo-9,12-Diazatricyclo[13.3.1.1~2,6~]Icosa-1(19),2(20),3,5,15,17-Hexaen-7-Yl]-N~1~-Methylglycinamide

Database IDs

• PubChem SID: 46509042; 160965158
• PubChem CID: 46936263

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.535353
• H Acceptors: 11
• H Donor: 8
• LogD (pH = 5.5): 0.0662177
• LogD (pH = 7.4): -1.3627166
• Log P: 2.024163
• Molar Refractivity: 216.7778 cm^3
• Polarizability: 85.47567 Å^3
• Polar Surface Area: 255.01 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 2.92
• LOG S: -5.01
• Solubility (Water): 8.15e-03 g/l

DETAILS

DrugBank - DB01934

Drug information: experimental