(2S)-N-methyl-3-(pentafluorophenyl)-2-{[(5-sulfanyl-1,3,4-thiadiazol-2-yl)carbamoyl]amino}propanamide

• ChemBase ID: 5617
• Molecular Formular: C13H10F5N5O2S2
• Molecular Mass: 427.372816
• Monoisotopic Mass: 427.01960769
• SMILES: c1(sc(nn1)S)NC(=O)N[C@@H](Cc1c(c(c(c(c1F)F)F)F)F)C(=O)NC
• Canonical SMILES: CNC(=O)[C@H](Cc1c(F)c(F)c(c(c1F)F)F)NC(=O)Nc1nnc(s1)S
• InChI: InChI=1S/C13H10F5N5O2S2/c1-19-10(24)4(20-11(25)21-12-22-23-13(26)27-12)2-3-5(14)7(16)9(18)8(17)6(3)15/h4H,2H2,1H3,(H,19,24)(H,23,26)(H2,20,21,22,25)/t4-/m0/s1
• InChIKey: HZAXNPDJVFUGDS-BYPYZUCNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-N-methyl-3-(pentafluorophenyl)-2-{[(5-sulfanyl-1,3,4-thiadiazol-2-yl)carbamoyl]amino}propanamide
• IUPAC Traditional name: (2S)-N-methyl-3-(pentafluorophenyl)-2-{[(5-sulfanyl-1,3,4-thiadiazol-2-yl)carbamoyl]amino}propanamide
• Synonyms: 2-[3-(5-MERCAPTO-[1,3,4]THIADIAZOL-2YL)-UREIDO]-N-METHYL-3-PENTAFLUOROPHENYL-PROPIONAMIDE

Database IDs

• PubChem SID: 99444459; 160969045
• PubChem CID: 4369080

CALCULATED PROPERTIES

JChem

• Acid pKa: 6.452252
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): 2.1270127
• LogD (pH = 7.4): 1.301351
• Log P: 2.1711571
• Molar Refractivity: 89.7804 cm^3
• Polarizability: 31.961641 Å^3
• Polar Surface Area: 96.01 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.78
• LOG S: -4.53
• Solubility (Water): 1.26e-02 g/l

DETAILS

DrugBank - DB07988

Drug information: experimental