(2S)-2-amino-4-{[(1S)-1-{[({3-[(4-aminobutyl)amino]propyl}carbamoyl)methyl]carbamoyl}-2-sulfanylethyl]carbamoyl}butanoic acid

• ChemBase ID: 2986
• Molecular Formular: C17H34N6O5S
• Molecular Mass: 434.55406
• Monoisotopic Mass: 434.23113922
• SMILES: NCCCCNCCCNC(=O)CNC(=O)[C@@H](CS)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)CS
• InChI: InChI=1S/C17H34N6O5S/c18-6-1-2-7-20-8-3-9-21-15(25)10-22-16(26)13(11-29)23-14(24)5-4-12(19)17(27)28/h12-13,20,29H,1-11,18-19H2,(H,21,25)(H,22,26)(H,23,24)(H,27,28)/t12-,13+/m0/s1
• InChIKey: NEDQLXHBVHSKNV-QWHCGFSZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-{[(1S)-1-{[({3-[(4-aminobutyl)amino]propyl}carbamoyl)methyl]carbamoyl}-2-sulfanylethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: @glutathionylspermidine
• Synonyms: Glutathionylspermidine

Database IDs

• PubChem SID: 46505567; 160966433
• PubChem CID: 46936634

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.9433807
• H Acceptors: 8
• H Donor: 8
• LogD (pH = 5.5): -12.085962
• LogD (pH = 7.4): -10.383117
• Log P: -6.7100835
• Molar Refractivity: 110.8834 cm^3
• Polarizability: 43.919975 Å^3
• Polar Surface Area: 188.67 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.33
• LOG S: -3.89
• Solubility (Water): 5.66e-02 g/l

DETAILS

DrugBank - DB03295

Drug information: experimental