2-{3-[(5-chloro-1,3-benzothiazol-2-yl)methyl]-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl}acetic acid

• ChemBase ID: 4746
• Molecular Formular: C14H10ClN3O4S
• Molecular Mass: 351.7649
• Monoisotopic Mass: 351.0080545
• SMILES: c12nc(Cn3c(=O)n(CC(=O)O)ccc3=O)sc1ccc(Cl)c2
• Canonical SMILES: Clc1ccc2c(c1)nc(s2)Cn1c(=O)ccn(c1=O)CC(=O)O
• InChI: InChI=1S/C14H10ClN3O4S/c15-8-1-2-10-9(5-8)16-11(23-10)6-18-12(19)3-4-17(14(18)22)7-13(20)21/h1-5H,6-7H2,(H,20,21)
• InChIKey: RQWICELTTDJODO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{3-[(5-chloro-1,3-benzothiazol-2-yl)methyl]-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl}acetic acid
• IUPAC Traditional name: {3-[(5-chloro-1,3-benzothiazol-2-yl)methyl]-2,4-dioxopyrimidin-1-yl}acetic acid
• Synonyms: {3-[(5-CHLORO-1,3-BENZOTHIAZOL-2-YL)METHYL]-2,4-DIOXO-3,4-DIHYDROPYRIMIDIN-1(2H)-YL}ACETIC ACID

Database IDs

• PubChem SID: 99443564; 160968178
• PubChem CID: 10450624

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.741832
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -0.19362625
• LogD (pH = 7.4): -1.6960201
• Log P: 1.4270414
• Molar Refractivity: 81.6624 cm^3
• Polarizability: 32.494522 Å^3
• Polar Surface Area: 90.81 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.98
• LOG S: -4.47
• Solubility (Water): 1.18e-02 g/l

DETAILS

DrugBank - DB07093

Drug information: experimental