(2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-(1,3-thiazol-4-yl)propanoic acid

• ChemBase ID: 77328
• Molecular Formular: C21H18N2O4S
• Molecular Mass: 394.44362
• Monoisotopic Mass: 394.09872807
• SMILES: s1cc(C[C@@H](C(=O)O)NC(=O)OCC2c3c(cccc3)c3c2cccc3)nc1
• Canonical SMILES: O=C(N[C@H](C(=O)O)Cc1cscn1)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C21H18N2O4S/c24-20(25)19(9-13-11-28-12-22-13)23-21(26)27-10-18-16-7-3-1-5-14(16)15-6-2-4-8-17(15)18/h1-8,11-12,18-19H,9-10H2,(H,23,26)(H,24,25)/t19-/m0/s1
• InChIKey: LSBAZFASKHLHKB-IBGZPJMESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-(1,3-thiazol-4-yl)propanoic acid
• IUPAC Traditional name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-(1,3-thiazol-4-yl)propanoic acid
• Synonyms: 3-Thiazol-4-yl-D-alanine, N-FMOC protected; (S)-2-(Fmoc-amino)-3-(4-thiazolyl)propionic acid; Fmoc-3-(4-thiazolyl)-L-alanine; Fmoc-β-(4-thiazolyl)-Ala-OH; Fmoc-beta-(4-thiazolyl)-Ala-OH; N-Fmoc-3-(4-thiazolyl)-L-alanine; Fmoc-β-(4-噻唑基)-Ala-OH; (S)-2-(Fmoc-氨基)-3-(4-噻唑基)丙酸; Fmoc-3-(4-噻唑基)-L-丙氨酸; N-Fmoc-3-(4-噻唑基)-L-丙氨酸

Database IDs

• CAS Number: 205528-32-1; 205528-33-2
• MDL Number: MFCD00672569; MFCD00672568
• PubChem SID: 162042201
• PubChem CID: 7020858

CALCULATED PROPERTIES

• Acid pKa: 3.8998425
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.7458863
• LogD (pH = 7.4): 0.1568165
• Log P: 3.2446673
• Molar Refractivity: 103.8267 cm^3
• Polarizability: 41.368988 Å^3
• Polar Surface Area: 88.52 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 178-179°C

Safety Information

• Storage Warning: Irritant
• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0%; 95%
• Empirical Formula (Hill Notation): C21H18N2O4S

DETAILS

Sigma Aldrich - 670677

Packaging
500 mg in poly tube