3-{[(1S)-1-{[(2S)-1-[(2S)-2-{[(2S)-4-chloro-3-oxo-1-phenylbutan-2-yl]carbamoyl}pyrrolidin-1-yl]-1-oxopropan-2-yl]carbamoyl}ethyl]carbamoyl}propanoic acid

• ChemBase ID: 106477
• Molecular Formular: C25H33ClN4O7
• Molecular Mass: 537.00512
• Monoisotopic Mass: 536.2037771
• SMILES: C[C@H](NC(=O)CCC(=O)O)C(=O)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(=O)CCl
• Canonical SMILES: ClCC(=O)[C@@H](NC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)[C@@H](NC(=O)CCC(=O)O)C)C)Cc1ccccc1
• InChI: InChI=1S/C25H33ClN4O7/c1-15(27-21(32)10-11-22(33)34)23(35)28-16(2)25(37)30-12-6-9-19(30)24(36)29-18(20(31)14-26)13-17-7-4-3-5-8-17/h3-5,7-8,15-16,18-19H,6,9-14H2,1-2H3,(H,27,32)(H,28,35)(H,29,36)(H,33,34)/t15-,16-,18-,19-/m0/s1
• InChIKey: ISTZAPBQSYKHBK-CAMMJAKZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[(1S)-1-{[(2S)-1-[(2S)-2-{[(2S)-4-chloro-3-oxo-1-phenylbutan-2-yl]carbamoyl}pyrrolidin-1-yl]-1-oxopropan-2-yl]carbamoyl}ethyl]carbamoyl}propanoic acid
• IUPAC Traditional name: 3-{[(1S)-1-{[(2S)-1-[(2S)-2-{[(2S)-4-chloro-3-oxo-1-phenylbutan-2-yl]carbamoyl}pyrrolidin-1-yl]-1-oxopropan-2-yl]carbamoyl}ethyl]carbamoyl}propanoic acid
• Synonyms: Suc-Ala-Ala-Pro-Phe-CMK; Suc-AAPF-CMK; Suc-Ala-Ala-Pro-Phe-Chloromethylketone

Database IDs

• PubChem SID: 162105581
• PubChem CID: 10459843

CALCULATED PROPERTIES

• Acid pKa: 4.0904903
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -1.1714196
• LogD (pH = 7.4): -2.8535068
• Log P: 0.25140232
• Molar Refractivity: 133.339 cm^3
• Polarizability: 52.024666 Å^3
• Polar Surface Area: 161.98 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03CK023

An inhibitor for Chymotrypsin.