N-[(3S)-2-[(tert-butoxy)carbonyl]-3-(methylcarbamoyl)-1,2,3,4-tetrahydroisoquinolin-7-yl]sulfamic acid

• ChemBase ID: 4542
• Molecular Formular: C16H23N3O6S
• Molecular Mass: 385.43532
• Monoisotopic Mass: 385.13075647
• SMILES: OS(=O)(=O)Nc1ccc2c(c1)CN(C(=O)OC(C)(C)C)[C@H](C(=O)NC)C2
• Canonical SMILES: CNC(=O)[C@@H]1Cc2ccc(cc2CN1C(=O)OC(C)(C)C)NS(=O)(=O)O
• InChI: InChI=1S/C16H23N3O6S/c1-16(2,3)25-15(21)19-9-11-7-12(18-26(22,23)24)6-5-10(11)8-13(19)14(20)17-4/h5-7,13,18H,8-9H2,1-4H3,(H,17,20)(H,22,23,24)/t13-/m0/s1
• InChIKey: PPSSYXOFPICMQD-ZDUSSCGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(3S)-2-[(tert-butoxy)carbonyl]-3-(methylcarbamoyl)-1,2,3,4-tetrahydroisoquinolin-7-yl]sulfamic acid
• IUPAC Traditional name: N-[(3S)-2-(tert-butoxycarbonyl)-3-(methylcarbamoyl)-3,4-dihydro-1H-isoquinolin-7-yl]sulfamic acid
• Synonyms: 3(S)-METHYLCARBAMOYL-7-SULFOAMINO-3,4-DIHYDRO-1H-ISOQUINOLINE-2-CARBOXYLIC ACID TERT-BUTYL ESTER

Database IDs

• PubChem SID: 99443358; 160967974
• PubChem CID: 5327152

CALCULATED PROPERTIES

JChem

• Acid pKa: -1.3696325
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.923075
• LogD (pH = 7.4): -1.9230887
• Log P: 0.45330998
• Molar Refractivity: 94.082 cm^3
• Polarizability: 37.192074 Å^3
• Polar Surface Area: 125.04 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.43
• LOG S: -3.55
• Solubility (Water): 1.10e-01 g/l

DETAILS

DrugBank - DB06887

Drug information: experimental