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

• ChemBase ID: 212473
• Molecular Formular: C25H27N5O8
• Molecular Mass: 525.51058
• Monoisotopic Mass: 525.18596285
• SMILES: n1(c(=O)[nH]c2c(c1=O)cccc2)[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)O)CO)CCC(=O)N)Cc1ccccc1
• Canonical SMILES: OC[C@@H](C(=O)O)NC(=O)[C@@H](NC(=O)[C@@H](n1c(=O)[nH]c2c(c1=O)cccc2)Cc1ccccc1)CCC(=O)N
• InChI: InChI=1S/C25H27N5O8/c26-20(32)11-10-17(21(33)28-18(13-31)24(36)37)27-22(34)19(12-14-6-2-1-3-7-14)30-23(35)15-8-4-5-9-16(15)29-25(30)38/h1-9,17-19,31H,10-13H2,(H2,26,32)(H,27,34)(H,28,33)(H,29,38)(H,36,37)/t17-,18-,19-/m0/s1
• InChIKey: XUMUDTWOWOTDJO-FHWLQOOXSA-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-hydroxypropanoic acid
• IUPAC Traditional name: (2S)-2-[(2S)-4-carbamoyl-2-[(2S)-2-(2,4-dioxo-1H-quinazolin-3-yl)-3-phenylpropanamido]butanamido]-3-hydroxypropanoic acid

Database IDs

• PubChem SID: 164268383
• PubChem CID: 16404481

CALCULATED PROPERTIES

• Acid pKa: 3.5388434
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -1.9106454
• LogD (pH = 7.4): -3.319817
• Log P: 0.043656282
• Molar Refractivity: 132.6214 cm^3
• Polarizability: 50.287556 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