(2S)-2-[(2S)-4-carbamoyl-2-[(2S)-2-(2,4-dioxo-1,2,3,4-tetrahydroquinazolin-3-yl)-3-phenylpropanamido]butanamido]-3-hydroxybutanoic acid

• ChemBase ID: 212059
• Molecular Formular: C26H29N5O8
• Molecular Mass: 539.53716
• Monoisotopic Mass: 539.20161291
• SMILES: n1(c(=O)[nH]c2c(c1=O)cccc2)[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)O)C(O)C)CCC(=O)N)Cc1ccccc1
• Canonical SMILES: NC(=O)CC[C@@H](C(=O)N[C@H](C(=O)O)C(O)C)NC(=O)[C@@H](n1c(=O)[nH]c2c(c1=O)cccc2)Cc1ccccc1
• InChI: InChI=1S/C26H29N5O8/c1-14(32)21(25(37)38)30-22(34)18(11-12-20(27)33)28-23(35)19(13-15-7-3-2-4-8-15)31-24(36)16-9-5-6-10-17(16)29-26(31)39/h2-10,14,18-19,21,32H,11-13H2,1H3,(H2,27,33)(H,28,35)(H,29,39)(H,30,34)(H,37,38)/t14?,18-,19-,21-/m0/s1
• InChIKey: WNDMAAJLQRMVRI-JFZMQKKWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-4-carbamoyl-2-[(2S)-2-(2,4-dioxo-1,2,3,4-tetrahydroquinazolin-3-yl)-3-phenylpropanamido]butanamido]-3-hydroxybutanoic acid
• IUPAC Traditional name: (2S)-2-[(2S)-4-carbamoyl-2-[(2S)-2-(2,4-dioxo-1H-quinazolin-3-yl)-3-phenylpropanamido]butanamido]-3-hydroxybutanoic acid

Database IDs

• PubChem SID: 164267969
• PubChem CID: 16404228

CALCULATED PROPERTIES

• Acid pKa: 3.5953023
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -1.4396585
• LogD (pH = 7.4): -2.8844974
• Log P: 0.4602313
• Molar Refractivity: 137.0402 cm^3
• Polarizability: 52.112217 Å^3
• Polar Surface Area: 208.23 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds