propan-2-yl N-[(2S)-7-isocyano-1H,2H,3H,4H-cyclopenta[b]indol-2-yl]carbamate

• ChemBase ID: 165153
• Molecular Formular: C16H17N3O2
• Molecular Mass: 283.32508
• Monoisotopic Mass: 283.1320768
• SMILES: c1(ccc2c(c1)c1c([nH]2)C[C@H](C1)NC(=O)OC(C)C)[N+]#[C-]
• Canonical SMILES: [C-]#[N+]c1ccc2c(c1)c1C[C@@H](Cc1[nH]2)NC(=O)OC(C)C
• InChI: InChI=1S/C16H17N3O2/c1-9(2)21-16(20)18-11-7-13-12-6-10(17-3)4-5-14(12)19-15(13)8-11/h4-6,9,11,19H,7-8H2,1-2H3,(H,18,20)/t11-/m0/s1
• InChIKey: DEYJLIPGDMERBE-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: propan-2-yl N-[(2S)-7-isocyano-1H,2H,3H,4H-cyclopenta[b]indol-2-yl]carbamate
• IUPAC Traditional name: isopropyl N-[(2S)-7-isocyano-1H,2H,3H,4H-cyclopenta[b]indol-2-yl]carbamate
• Synonyms: (S)-Isopropyl-(7-cyano-1,2,3,4-tetrahydrocyclopenta[b]indol-2-yl)carbamate; (S)-(7-Cyano-1,2,3,4-tetrahydrocyclopenta[b]indol-2-yl)carbamic Acid Isopropyl Ester

Database IDs

• PubChem SID: 162259286
• PubChem CID: 71315060

CALCULATED PROPERTIES

• Acid pKa: 13.325981
• H Acceptors: 1
• H Donor: 2
• LogD (pH = 5.5): 0.21521702
• LogD (pH = 7.4): 0.21521658
• Log P: 0.21521704
• Molar Refractivity: 87.4568 cm^3
• Polarizability: 31.76731 Å^3
• Polar Surface Area: 58.48 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C987710

Tetrahydrocyclopenta[b]indole compounds as therapeutic selective androgen receptor modulators.

REFERENCES

• Turner, et al.: Bone, 14, 595 (1993)