(2S)-3-(6-chloro-1H-indol-3-yl)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid

• ChemBase ID: 169330
• Molecular Formular: C26H21ClN2O4
• Molecular Mass: 460.90894
• Monoisotopic Mass: 460.11898484
• SMILES: c1c(cc2c(c1)c(c[nH]2)C[C@H](NC(=O)OCC1c2c(c3c1cccc3)cccc2)C(=O)O)Cl
• Canonical SMILES: O=C(N[C@H](C(=O)O)Cc1c[nH]c2c1ccc(c2)Cl)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C26H21ClN2O4/c27-16-9-10-17-15(13-28-23(17)12-16)11-24(25(30)31)29-26(32)33-14-22-20-7-3-1-5-18(20)19-6-2-4-8-21(19)22/h1-10,12-13,22,24,28H,11,14H2,(H,29,32)(H,30,31)/t24-/m0/s1
• InChIKey: FDXGPPBWOOAVEL-DEOSSOPVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-(6-chloro-1H-indol-3-yl)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid
• IUPAC Traditional name: (2S)-3-(6-chloro-1H-indol-3-yl)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid
• Synonyms: 6-Chloro-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-tryptophan; Fmoc-6-chloro (S)-Tryptophan; Fmoc-6-chloro L-Tryptophan; 6-Chloro-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-tryptophan; Fmoc-6-chloro (R)-Tryptophan; Fmoc-6-chloro D-Tryptophan

Database IDs

• CAS Number: 925916-73-0; 908847-42-7
• PubChem SID: 162263462
• PubChem CID: 46781641

CALCULATED PROPERTIES

• Acid pKa: 3.91053
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 3.808903
• LogD (pH = 7.4): 2.1963308
• Log P: 5.40445
• Molar Refractivity: 125.0874 cm^3
• Polarizability: 50.65887 Å^3
• Polar Surface Area: 91.42 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - F628000

Used for preparation of acyltryptophanols as FSH antagonists.

Toronto Research Chemicals - F628005

Used for preparation of acyltryptophanols as FSH antagonists.