(7R)-7-{7-thia-1,9-diazatricyclo[6.3.0.0^{2,6}]undeca-2(6),8,10-trien-10-yl}-2,7-dihydro-1,4-thiazepine-3,6-dicarboxylic acid

• ChemBase ID: 3601
• Molecular Formular: C15H13N3O4S2
• Molecular Mass: 363.41142
• Monoisotopic Mass: 363.03474791
• SMILES: S1CC(=NC=C(C(=O)O)[C@@H]1c1cn2c(n1)sc1c2CCC1)C(=O)O
• Canonical SMILES: OC(=O)C1=CN=C(CS[C@H]1c1cn2c(n1)sc1c2CCC1)C(=O)O
• InChI: InChI=1S/C15H13N3O4S2/c19-13(20)7-4-16-9(14(21)22)6-23-12(7)8-5-18-10-2-1-3-11(10)24-15(18)17-8/h4-5,12H,1-3,6H2,(H,19,20)(H,21,22)/t12-/m1/s1
• InChIKey: CHNMLWCTGYMVFH-GFCCVEGCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (7R)-7-{7-thia-1,9-diazatricyclo[6.3.0.0^{2,6}]undeca-2(6),8,10-trien-10-yl}-2,7-dihydro-1,4-thiazepine-3,6-dicarboxylic acid
• IUPAC Traditional name: (7R)-7-{7-thia-1,9-diazatricyclo[6.3.0.0^{2,6}]undeca-2(6),8,10-trien-10-yl}-2,7-dihydro-1,4-thiazepine-3,6-dicarboxylic acid
• Synonyms: (6,7-Dihydro-5h-Cyclopenta[D]Imidazo[2,1-B]Thiazol-2-Yl]-4,7-Dihydro[1,4]Thiazepine-3,6-Dicarboxylic Acid

Database IDs

• PubChem SID: 46508013; 160967039
• PubChem CID: 447998

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.6609795
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -2.1207447
• LogD (pH = 7.4): -4.892124
• Log P: 0.20481317
• Molar Refractivity: 100.5905 cm^3
• Polarizability: 33.52989 Å^3
• Polar Surface Area: 104.26 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.9
• LOG S: -2.65
• Solubility (Water): 8.10e-01 g/l

DETAILS

DrugBank - DB03970

Drug information: experimental