(2E)-2-{[(2R)-4-phenyl-2-(sulfanylmethyl)butanoyl]imino}-2-[5-(1H-1,2,3,4-tetrazol-1-ylmethyl)thiophen-2-yl]acetic acid

• ChemBase ID: 2430
• Molecular Formular: C19H19N5O3S2
• Molecular Mass: 429.51586
• Monoisotopic Mass: 429.09293149
• SMILES: OC(=O)/C(=N\C(=O)[C@H](CS)CCc1ccccc1)/c1ccc(Cn2cnnn2)s1
• Canonical SMILES: SC[C@@H](C(=O)/N=C(/c1ccc(s1)Cn1cnnn1)\C(=O)O)CCc1ccccc1
• InChI: InChI=1S/C19H19N5O3S2/c25-18(14(11-28)7-6-13-4-2-1-3-5-13)21-17(19(26)27)16-9-8-15(29-16)10-24-12-20-22-23-24/h1-5,8-9,12,14,28H,6-7,10-11H2,(H,26,27)/b21-17-/t14-/m0/s1
• InChIKey: DUKDFMPUZRDWLT-NNLSSIJJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-2-{[(2R)-4-phenyl-2-(sulfanylmethyl)butanoyl]imino}-2-[5-(1H-1,2,3,4-tetrazol-1-ylmethyl)thiophen-2-yl]acetic acid
• IUPAC Traditional name: @mercaptocarboxylate inhibitor
• Synonyms: Mercaptocarboxylate Inhibitor

Database IDs

• PubChem SID: 160965881; 46505544
• PubChem CID: 46936463

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.072972
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 0.2514017
• LogD (pH = 7.4): -0.0974582
• Log P: 3.4259756
• Molar Refractivity: 124.7436 cm^3
• Polarizability: 42.33252 Å^3
• Polar Surface Area: 110.33 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.26
• LOG S: -4.29
• Solubility (Water): 2.20e-02 g/l

DETAILS

DrugBank - DB02706

Drug information: experimental