N-[(4S,7R,14R,17S,20R,24S)-2,4,12,15,17,25-hexamethyl-27-(methylsulfanyl)-3,6,10,13,16,19,23,26-octaoxo-11,24-bis(propan-2-yl)-20-(quinoxaline-2-amido)-9,22-dioxa-28-thia-2,5,12,15,18,25-hexaazabicyclo[12.12.3]nonacosan-7-yl]quinoxaline-2-carboxamide

• ChemBase ID: 312839
• Molecular Formular: C51H64N12O12S2
• Molecular Mass: 1101.25706
• Monoisotopic Mass: 1100.42080755
• SMILES: c1c(nc2c(n1)cccc2)C(=O)N[C@@H]1COC(=O)C(N(C(=O)[C@H]2N(C(=O)[C@@H](NC(=O)[C@@H](COC(=O)[C@@H](N(C(=O)C(N(C(=O)[C@@H](NC1=O)C)C)C(SC2)SC)C)C(C)C)NC(=O)c1cnc2c(n1)cccc2)C)C)C)C(C)C
• Canonical SMILES: CSC1SC[C@@H]2N(C)C(=O)[C@H](C)NC(=O)[C@@H](COC(=O)[C@@H](N(C(=O)C1N(C)C(=O)[C@H](C)NC(=O)[C@@H](COC(=O)C(N(C2=O)C)C(C)C)NC(=O)c1cnc2c(n1)cccc2)C)C(C)C)NC(=O)c1cnc2c(n1)cccc2
• InChI: InChI=1S/C51H64N12O12S2/c1-25(2)38-49(72)74-22-36(59-42(65)34-21-53-30-17-13-15-19-32(30)57-34)44(67)55-28(6)46(69)63(10)40-48(71)62(9)39(26(3)4)50(73)75-23-35(58-41(64)33-20-52-29-16-12-14-18-31(29)56-33)43(66)54-27(5)45(68)60(7)37(47(70)61(38)8)24-77-51(40)76-11/h12-21,25-28,35-40,51H,22-24H2,1-11H3,(H,54,66)(H,55,67)(H,58,64)(H,59,65)/t27-,28-,35+,36+,37-,38?,39-,40?,51?/m0/s1
• InChIKey: AUJXLBOHYWTPFV-MTLXMOHPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(4S,7R,14R,17S,20R,24S)-2,4,12,15,17,25-hexamethyl-27-(methylsulfanyl)-3,6,10,13,16,19,23,26-octaoxo-11,24-bis(propan-2-yl)-20-(quinoxaline-2-amido)-9,22-dioxa-28-thia-2,5,12,15,18,25-hexaazabicyclo[12.12.3]nonacosan-7-yl]quinoxaline-2-carboxamide
• IUPAC Traditional name: N-[(4S,7R,14R,17S,20R,24S)-11,24-diisopropyl-2,4,12,15,17,25-hexamethyl-27-(methylsulfanyl)-3,6,10,13,16,19,23,26-octaoxo-20-(quinoxaline-2-amido)-9,22-dioxa-28-thia-2,5,12,15,18,25-hexaazabicyclo[12.12.3]nonacosan-7-yl]quinoxaline-2-carboxamide
• Synonyms: NSC-13502; BRN 0078671; Echinomycin; Actinoleukin; Antibiotic 1491; Quinomycin A (Echinomycin)

Database IDs

• CAS Number: 512-64-1,11016-61-8

CALCULATED PROPERTIES

• Acid pKa: 10.662197
• H Acceptors: 14
• H Donor: 4
• LogD (pH = 5.5): 0.90929306
• LogD (pH = 7.4): 0.9090902
• Log P: 0.9093006
• Molar Refractivity: 278.4658 cm^3
• Polarizability: 111.46185 Å^3
• Polar Surface Area: 301.8 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Pharmacology Properties

• Target: HIF

Product Information

• Salt Data: Free Base