(2S)-2-[(2S)-2-{[(3R)-2,2-dimethyl-5-oxo-2H,3H,5H,9bH-[1,3]thiazolo[2,3-a]isoindol-3-yl]formamido}-3-methylbutanamido]-3-phenylpropanoic acid

• ChemBase ID: 215905
• Molecular Formular: C27H31N3O5S
• Molecular Mass: 509.61714
• Monoisotopic Mass: 509.19844211
• SMILES: N12C(SC([C@H]2C(=O)N[C@H](C(=O)N[C@H](C(=O)O)Cc2ccccc2)C(C)C)(C)C)c2c(C1=O)cccc2
• Canonical SMILES: CC([C@@H](C(=O)N[C@H](C(=O)O)Cc1ccccc1)NC(=O)[C@H]1N2C(SC1(C)C)c1c(C2=O)cccc1)C
• InChI: InChI=1S/C27H31N3O5S/c1-15(2)20(22(31)28-19(26(34)35)14-16-10-6-5-7-11-16)29-23(32)21-27(3,4)36-25-18-13-9-8-12-17(18)24(33)30(21)25/h5-13,15,19-21,25H,14H2,1-4H3,(H,28,31)(H,29,32)(H,34,35)/t19-,20-,21+,25?/m0/s1
• InChIKey: FTEVFWCCRZCTJD-OHNBABFVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-{[(3R)-2,2-dimethyl-5-oxo-2H,3H,5H,9bH-[1,3]thiazolo[2,3-a]isoindol-3-yl]formamido}-3-methylbutanamido]-3-phenylpropanoic acid
• IUPAC Traditional name: (2S)-2-[(2S)-2-{[(3R)-2,2-dimethyl-5-oxo-3H,9bH-[1,3]thiazolo[2,3-a]isoindol-3-yl]formamido}-3-methylbutanamido]-3-phenylpropanoic acid

Database IDs

• PubChem SID: 164271815
• PubChem CID: 16406420

CALCULATED PROPERTIES

• Acid pKa: 3.700236
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 1.5887934
• LogD (pH = 7.4): 0.08198996
• Log P: 3.3873754
• Molar Refractivity: 136.6606 cm^3
• Polarizability: 53.104305 Å^3
• Polar Surface Area: 115.81 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds