methyl 3-{[(1S)-1-{[(2S)-1-[(2S)-2-{[(2S)-4-chloro-1-(1H-indol-3-yl)-3-oxobutan-2-yl]carbamoyl}pyrrolidin-1-yl]-1-oxopropan-2-yl]carbamoyl}ethyl]carbamoyl}propanoate

• ChemBase ID: 106484
• Molecular Formular: C28H36ClN5O7
• Molecular Mass: 590.06774
• Monoisotopic Mass: 589.2303262
• SMILES: COC(=O)CCC(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1c[nH]c2c1cccc2)C(=O)CCl
• Canonical SMILES: COC(=O)CCC(=O)N[C@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)CCl)Cc1c[nH]c2c1cccc2)C)C
• InChI: InChI=1S/C28H36ClN5O7/c1-16(31-24(36)10-11-25(37)41-3)26(38)32-17(2)28(40)34-12-6-9-22(34)27(39)33-21(23(35)14-29)13-18-15-30-20-8-5-4-7-19(18)20/h4-5,7-8,15-17,21-22,30H,6,9-14H2,1-3H3,(H,31,36)(H,32,38)(H,33,39)/t16-,17-,21-,22-/m0/s1
• InChIKey: ZGWXSJQEKBATRM-FHQLIMNDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 3-{[(1S)-1-{[(2S)-1-[(2S)-2-{[(2S)-4-chloro-1-(1H-indol-3-yl)-3-oxobutan-2-yl]carbamoyl}pyrrolidin-1-yl]-1-oxopropan-2-yl]carbamoyl}ethyl]carbamoyl}propanoate
• IUPAC Traditional name: methyl 3-{[(1S)-1-{[(2S)-1-[(2S)-2-{[(2S)-4-chloro-1-(1H-indol-3-yl)-3-oxobutan-2-yl]carbamoyl}pyrrolidin-1-yl]-1-oxopropan-2-yl]carbamoyl}ethyl]carbamoyl}propanoate
• Synonyms: MeOSuc-Ala-Ala-Pro-Trp-CMK; MeOSuc-AAPW-CMK; MeOSuc-Ala-Ala-Pro-Trp-Chloromethylketone

Database IDs

• PubChem SID: 162105479
• PubChem CID: 25108663

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 0.49605817
• LogD (pH = 7.4): 0.49604383
• Log P: 0.49605837
• Molar Refractivity: 149.1946 cm^3
• Polarizability: 59.23075 Å^3
• Polar Surface Area: 166.77 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false
• Acid pKa: 11.822408

DETAILS

MP Biomedicals - 03CK036

An inhibitor for Chymotrypsin.