methyl (2R)-2-[(2S)-2-[(2S,3R)-3-amino-2-hydroxy-3-[4-(propan-2-yl)phenyl]propanamido]propanamido]-4-methylpentanoate

• ChemBase ID: 6273
• Molecular Formular: C22H35N3O5
• Molecular Mass: 421.5304
• Monoisotopic Mass: 421.25767124
• SMILES: O=C([C@H]([C@@H](c1ccc(C(C)C)cc1)N)O)N[C@@H](C)C(=O)N[C@H](CC(C)C)C(=O)OC
• Canonical SMILES: COC(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@H]([C@@H](c1ccc(cc1)C(C)C)N)O)C)CC(C)C
• InChI: InChI=1S/C22H35N3O5/c1-12(2)11-17(22(29)30-6)25-20(27)14(5)24-21(28)19(26)18(23)16-9-7-15(8-10-16)13(3)4/h7-10,12-14,17-19,26H,11,23H2,1-6H3,(H,24,28)(H,25,27)/t14-,17+,18+,19-/m0/s1
• InChIKey: WIWZNHHLFMPGGO-PIKADFDJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2R)-2-[(2S)-2-[(2S,3R)-3-amino-2-hydroxy-3-[4-(propan-2-yl)phenyl]propanamido]propanamido]-4-methylpentanoate
• IUPAC Traditional name: methyl (2R)-2-[(2S)-2-[(2S,3R)-3-amino-2-hydroxy-3-(4-isopropylphenyl)propanamido]propanamido]-4-methylpentanoate
• Synonyms: METHYL N-[(2S,3R)-3-AMINO-2-HYDROXY-3-(4-ISOPROPYLPHENYL)PROPANOYL]-D-ALANYL-D-LEUCINATE

Database IDs

• PubChem SID: 162103409
• PubChem CID: 6914648

CALCULATED PROPERTIES

JChem

• Rotatable Bonds: 11
• Lipinski's Rule of Five: true
• Acid pKa: 11.978902
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -0.7456773
• LogD (pH = 7.4): 0.94027734
• Log P: 1.7305943
• Molar Refractivity: 113.5521 cm^3
• Polarizability: 45.061306 Å^3
• Polar Surface Area: 130.75 Å^2

ALOGPS 2.1

• Solubility (Water): 3.08e-02 g/l
• Log P: 1.61
• LOG S: -4.14

DETAILS

DrugBank - DB08670

Drug information: experimental