(2S)-N-[(2S,5S,8S,11R,12S,15S,18S,21R)-5-[(3-bromo-4-methoxyphenyl)methyl]-2-[(2S)-butan-2-yl]-15-[3-(carbamoylamino)propyl]-21-hydroxy-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-8-(propan-2-yl)-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]docosan-12-yl]-2-butanamidopentanediamide

• ChemBase ID: 129678
• Molecular Formular: C46H71BrN10O13
• Molecular Mass: 1052.01914
• Monoisotopic Mass: 1050.43854438
• SMILES: CCCC(=O)N[C@@H](CCC(=O)N)C(=O)N[C@H]1[C@H](OC(=O)[C@H](NC(=O)[C@@H](N(C(=O)[C@@H](N2[C@@H](CC[C@@H](C2=O)NC(=O)[C@@H](NC1=O)CCCNC(=O)N)O)[C@@H](C)CC)C)Cc1ccc(c(c1)Br)OC)C(C)C)C
• Canonical SMILES: CCCC(=O)N[C@H](C(=O)N[C@H]1[C@@H](C)OC(=O)[C@H](NC(=O)[C@H](Cc2ccc(c(c2)Br)OC)N(C)C(=O)[C@@H](N2C(=O)[C@@H](NC(=O)[C@@H](NC1=O)CCCNC(=O)N)CC[C@H]2O)[C@H](CC)C)C(C)C)CCC(=O)N
• InChI: InChI=1S/C46H71BrN10O13/c1-9-12-34(59)51-29(15-18-33(48)58)40(62)55-37-25(6)70-45(67)36(23(3)4)54-41(63)31(22-26-14-17-32(69-8)27(47)21-26)56(7)44(66)38(24(5)10-2)57-35(60)19-16-30(43(57)65)53-39(61)28(52-42(37)64)13-11-20-50-46(49)68/h14,17,21,23-25,28-31,35-38,60H,9-13,15-16,18-20,22H2,1-8H3,(H2,48,58)(H,51,59)(H,52,64)(H,53,61)(H,54,63)(H,55,62)(H3,49,50,68)/t24-,25+,28-,29-,30-,31-,35+,36-,37-,38-/m0/s1
• InChIKey: XFQCUAOQRAZAJB-APLIVAFESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-N-[(2S,5S,8S,11R,12S,15S,18S,21R)-5-[(3-bromo-4-methoxyphenyl)methyl]-2-[(2S)-butan-2-yl]-15-[3-(carbamoylamino)propyl]-21-hydroxy-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-8-(propan-2-yl)-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]docosan-12-yl]-2-butanamidopentanediamide
• IUPAC Traditional name: symplocamide A
• Synonyms: Symplocamide A

Database IDs

• CAS Number: 1007391-44-7
• PubChem SID: 162223967
• PubChem CID: 44448139
• Chemspider ID: 23314421
• Wikipedia Title: Symplocamide_A

CALCULATED PROPERTIES

• Acid pKa: 11.261392
• H Acceptors: 12
• H Donor: 9
• LogD (pH = 5.5): -0.6606172
• LogD (pH = 7.4): -0.6606695
• Log P: -0.6606165
• Molar Refractivity: 253.8913 cm^3
• Polarizability: 99.796165 Å^3
• Polar Surface Area: 340.09 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false