(2S)-2-{[(2S)-1-[(2S)-3-(4-hydroxyphenyl)-2-(2-sulfanylacetamido)propanoyl]pyrrolidin-2-yl]formamido}-4-(methylsulfanyl)butanamide

• ChemBase ID: 1652
• Molecular Formular: C21H30N4O5S2
• Molecular Mass: 482.6167
• Monoisotopic Mass: 482.16576208
• SMILES: CSCC[C@@H](C(=O)N)NC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)CS)Cc1ccc(O)cc1
• Canonical SMILES: CSCC[C@@H](C(=O)N)NC(=O)[C@@H]1CCCN1C(=O)[C@H](Cc1ccc(cc1)O)NC(=O)CS
• InChI: InChI=1S/C21H30N4O5S2/c1-32-10-8-15(19(22)28)24-20(29)17-3-2-9-25(17)21(30)16(23-18(27)12-31)11-13-4-6-14(26)7-5-13/h4-7,15-17,26,31H,2-3,8-12H2,1H3,(H2,22,28)(H,23,27)(H,24,29)/t15-,16-,17-/m0/s1
• InChIKey: LNLWXWOYQHAKTD-ULQDDVLXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(2S)-1-[(2S)-3-(4-hydroxyphenyl)-2-(2-sulfanylacetamido)propanoyl]pyrrolidin-2-yl]formamido}-4-(methylsulfanyl)butanamide
• IUPAC Traditional name: (2S)-2-{[(2S)-1-[(2S)-3-(4-hydroxyphenyl)-2-(2-sulfanylacetamido)propanoyl]pyrrolidin-2-yl]formamido}-4-(methylsulfanyl)butanamide
• Synonyms: N-(Sulfanylacetyl)Tyrosylprolylmethioninamide

Database IDs

• PubChem SID: 160965109; 46506367
• PubChem CID: 5289343

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.174695
• H Acceptors: 5
• H Donor: 5
• LogD (pH = 5.5): -0.13651298
• LogD (pH = 7.4): -0.14339127
• Log P: -0.1364249
• Molar Refractivity: 125.565 cm^3
• Polarizability: 48.859528 Å^3
• Polar Surface Area: 141.83 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.31
• LOG S: -4.39
• Solubility (Water): 1.97e-02 g/l

DETAILS

DrugBank - DB01883

Drug information: experimental