(2R)-2-amino-4-{[(1R)-1-{[({3-[(4-{2-[(2S)-2-[(4S)-4-amino-4-carboxybutanamido]-3-sulfanylpropanamido]acetamido}butyl)amino]propyl}carbamoyl)methyl]carbamoyl}-2-sulfanylethyl]carbamoyl}butanoic acid

• ChemBase ID: 3146
• Molecular Formular: C27H49N9O10S2
• Molecular Mass: 723.86226
• Monoisotopic Mass: 723.30438081
• SMILES: N[C@@H](CCC(=O)N[C@H](CS)C(=O)NCC(=O)NCCCCNCCCNC(=O)CNC(=O)[C@H](CS)NC(=O)CC[C@@H](N)C(=O)O)C(=O)O
• Canonical SMILES: SC[C@H](C(=O)NCC(=O)NCCCCNCCCNC(=O)CNC(=O)[C@@H](NC(=O)CC[C@H](C(=O)O)N)CS)NC(=O)CC[C@@H](C(=O)O)N
• InChI: InChI=1S/C27H49N9O10S2/c28-16(26(43)44)4-6-20(37)35-18(14-47)24(41)33-12-22(39)31-10-2-1-8-30-9-3-11-32-23(40)13-34-25(42)19(15-48)36-21(38)7-5-17(29)27(45)46/h16-19,30,47-48H,1-15,28-29H2,(H,31,39)(H,32,40)(H,33,41)(H,34,42)(H,35,37)(H,36,38)(H,43,44)(H,45,46)/t16-,17+,18+,19-/m0/s1
• InChIKey: PHDOXVGRXXAYEB-MANSERQUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-4-{[(1R)-1-{[({3-[(4-{2-[(2S)-2-[(4S)-4-amino-4-carboxybutanamido]-3-sulfanylpropanamido]acetamido}butyl)amino]propyl}carbamoyl)methyl]carbamoyl}-2-sulfanylethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: @trypanothione
• Synonyms: Trypanothione

Database IDs

• PubChem SID: 46505609; 160966590
• PubChem CID: 46936689

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.6423507
• H Acceptors: 13
• H Donor: 13
• LogD (pH = 5.5): -13.745986
• LogD (pH = 7.4): -12.413879
• Log P: -11.263303
• Molar Refractivity: 176.7984 cm^3
• Polarizability: 69.76017 Å^3
• Polar Surface Area: 313.27 Å^2
• Rotatable Bonds: 27
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.73
• LOG S: -4.78
• Solubility (Water): 1.21e-02 g/l

DETAILS

DrugBank - DB03470

Drug information: experimental