methyl (2S)-2-[(2S)-2-[(4S,5S)-5-[(2R)-2-[(2S)-2-aminopropanamido]propanamido]-4-hydroxy-6-phenylhexanamido]-3-methylbutanamido]-3-methylbutanoate

• ChemBase ID: 3805
• Molecular Formular: C29H47N5O7
• Molecular Mass: 577.71278
• Monoisotopic Mass: 577.34754887
• SMILES: COC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CC[C@H](O)[C@H](Cc1ccccc1)NC(=O)[C@@H](C)NC(=O)[C@H](C)N)C(C)C)C(C)C
• Canonical SMILES: COC(=O)[C@H](C(C)C)NC(=O)[C@H](C(C)C)NC(=O)CC[C@@H]([C@@H](NC(=O)[C@H](NC(=O)[C@@H](N)C)C)Cc1ccccc1)O
• InChI: InChI=1S/C29H47N5O7/c1-16(2)24(28(39)34-25(17(3)4)29(40)41-7)33-23(36)14-13-22(35)21(15-20-11-9-8-10-12-20)32-27(38)19(6)31-26(37)18(5)30/h8-12,16-19,21-22,24-25,35H,13-15,30H2,1-7H3,(H,31,37)(H,32,38)(H,33,36)(H,34,39)/t18-,19+,21-,22-,24-,25-/m0/s1
• InChIKey: IUDCAKKZLXFOQA-FDCFHUKCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S)-2-[(2S)-2-[(4S,5S)-5-[(2R)-2-[(2S)-2-aminopropanamido]propanamido]-4-hydroxy-6-phenylhexanamido]-3-methylbutanamido]-3-methylbutanoate
• IUPAC Traditional name: methyl (2S)-2-[(2S)-2-[(4S,5S)-5-[(2R)-2-[(2S)-2-aminopropanamido]propanamido]-4-hydroxy-6-phenylhexanamido]-3-methylbutanamido]-3-methylbutanoate
• Synonyms: Skf 107457

Database IDs

• CAS Number: 144285-77-8
• PubChem SID: 46508521; 160967242
• PubChem CID: 46936917

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.053203
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -1.8602005
• LogD (pH = 7.4): -0.17130598
• Log P: 0.59557337
• Molar Refractivity: 152.408 cm^3
• Polarizability: 60.493626 Å^3
• Polar Surface Area: 188.95 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 1.22
• LOG S: -4.39
• Solubility (Water): 2.37e-02 g/l

DETAILS

DrugBank - DB04191

Drug information: experimental