1,2-dimethyl (2S,3aR,8aS)-8-(benzenesulfonyl)-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indole-1,2-dicarboxylate

• ChemBase ID: 137688
• Molecular Formular: C20H20N2O6S
• Molecular Mass: 416.4476
• Monoisotopic Mass: 416.10420737
• SMILES: COC(=O)[C@@H]1C[C@@H]2c3ccccc3N([C@@H]2N1C(=O)OC)S(=O)(=O)c1ccccc1
• Canonical SMILES: COC(=O)N1[C@@H](C[C@H]2[C@@H]1N(c1c2cccc1)S(=O)(=O)c1ccccc1)C(=O)OC
• InChI: InChI=1S/C20H20N2O6S/c1-27-19(23)17-12-15-14-10-6-7-11-16(14)22(18(15)21(17)20(24)28-2)29(25,26)13-8-4-3-5-9-13/h3-11,15,17-18H,12H2,1-2H3/t15-,17+,18+/m1/s1
• InChIKey: AKYNJSOECBBYGA-NJAFHUGGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,2-dimethyl (2S,3aR,8aS)-8-(benzenesulfonyl)-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indole-1,2-dicarboxylate
• IUPAC Traditional name: 1,2-dimethyl (2S,3aR,8aS)-8-(benzenesulfonyl)-2H,3H,3aH,8aH-pyrrolo[2,3-b]indole-1,2-dicarboxylate
• Synonyms: Dimethyl 2(S),3a(R),8a(S)-(+)-hexahydro-8-(phenylsulfonyl)pyrrolo[2,3-b]indole-1,2-dicarboxylate; 2(S),3a(R),8a(S)-(+)-六氢-8-(苯磺酰)吡咯并[2,3-b]吲哚-1,2-二羧酸二甲酯

Database IDs

• CAS Number: 136057-11-9
• MDL Number: MFCD00134559
• PubChem SID: 162231950
• PubChem CID: 385402

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.5281067
• LogD (pH = 7.4): 2.5281067
• Log P: 2.5281067
• Molar Refractivity: 103.1422 cm^3
• Polarizability: 41.207184 Å^3
• Polar Surface Area: 93.22 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 166-168 °C(lit.)
• Optical Rotation: [α]20/D +95°, c = 1 in methylene chloride

Safety Information

• German water hazard class: 3

Product Information

• Purity: 99%
• Empirical Formula (Hill Notation): C20H20N2O6S
• Classification: Derivatives & analogs of Natural Compounds