(2S)-2-amino-4-{[(1S)-2-{[(2S)-2-[(4R)-4-amino-4-carboxybutanamido]-2-{[({3-[(4-aminobutyl)amino]propyl}carbamoyl)methyl]carbamoyl}ethyl]disulfanyl}-1-{[({3-[(4-aminobutyl)amino]propyl}carbamoyl)methyl]carbamoyl}ethyl]carbamoyl}butanoic acid

• ChemBase ID: 2282
• Molecular Formular: C34H66N12O10S2
• Molecular Mass: 867.09224
• Monoisotopic Mass: 866.44662837
• SMILES: NCCCCNCCCNC(=O)CNC(=O)[C@@H](CSSC[C@@H](NC(=O)CC[C@@H](N)C(=O)O)C(=O)NCC(=O)NCCCNCCCCN)NC(=O)CC[C@H](N)C(=O)O
• Canonical SMILES: NCCCCNCCCNC(=O)CNC(=O)[C@H](NC(=O)CC[C@H](C(=O)O)N)CSSC[C@H](C(=O)NCC(=O)NCCCNCCCCN)NC(=O)CC[C@@H](C(=O)O)N
• InChI: InChI=1S/C34H66N12O10S2/c35-11-1-3-13-39-15-5-17-41-29(49)19-43-31(51)25(45-27(47)9-7-23(37)33(53)54)21-57-58-22-26(46-28(48)10-8-24(38)34(55)56)32(52)44-20-30(50)42-18-6-16-40-14-4-2-12-36/h23-26,39-40H,1-22,35-38H2,(H,41,49)(H,42,50)(H,43,51)(H,44,52)(H,45,47)(H,46,48)(H,53,54)(H,55,56)/t23-,24+,25-,26-/m1/s1
• InChIKey: HCMZDPYSWPSKSP-XDZVQPMWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-{[(1S)-2-{[(2S)-2-[(4R)-4-amino-4-carboxybutanamido]-2-{[({3-[(4-aminobutyl)amino]propyl}carbamoyl)methyl]carbamoyl}ethyl]disulfanyl}-1-{[({3-[(4-aminobutyl)amino]propyl}carbamoyl)methyl]carbamoyl}ethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: (2S)-2-amino-4-{[(1S)-2-{[(2S)-2-[(4R)-4-amino-4-carboxybutanamido]-2-{[({3-[(4-aminobutyl)amino]propyl}carbamoyl)methyl]carbamoyl}ethyl]disulfanyl}-1-{[({3-[(4-aminobutyl)amino]propyl}carbamoyl)methyl]carbamoyl}ethyl]carbamoyl}butanoic acid
• Synonyms: Glutathionylspermidine Disulfide

Database IDs

• PubChem SID: 160965735; 46505065
• PubChem CID: 46936422

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.4448569
• H Acceptors: 16
• H Donor: 14
• LogD (pH = 5.5): -24.484562
• LogD (pH = 7.4): -20.96379
• Log P: -12.969709
• Molar Refractivity: 220.1914 cm^3
• Polarizability: 87.17895 Å^3
• Polar Surface Area: 377.34 Å^2
• Rotatable Bonds: 37
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -3.66
• LOG S: -4.06
• Solubility (Water): 7.47e-02 g/l

DETAILS

DrugBank - DB02553

Drug information: experimental