methyl (3S)-3-[(2S)-2-[(2S)-2-(6-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanamido}hexanamido)propanamido]propanamido]-5-chloro-4-oxopentanoate

• ChemBase ID: 106480
• Molecular Formular: C28H45ClN6O8S
• Molecular Mass: 661.2103
• Monoisotopic Mass: 660.27081111
• SMILES: COC(=O)C[C@H](NC(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)CCCCCNC(=O)CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2)C(=O)CCl
• Canonical SMILES: COC(=O)C[C@@H](C(=O)CCl)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CCCCCNC(=O)CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2)C)C
• InChI: InChI=1S/C28H45ClN6O8S/c1-16(26(40)32-17(2)27(41)33-18(20(36)14-29)13-24(39)43-3)31-23(38)11-5-4-8-12-30-22(37)10-7-6-9-21-25-19(15-44-21)34-28(42)35-25/h16-19,21,25H,4-15H2,1-3H3,(H,30,37)(H,31,38)(H,32,40)(H,33,41)(H2,34,35,42)/t16-,17-,18-,19-,21-,25-/m0/s1
• InChIKey: XQDQDUVWKMDQJY-HBPRSUISSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (3S)-3-[(2S)-2-[(2S)-2-(6-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanamido}hexanamido)propanamido]propanamido]-5-chloro-4-oxopentanoate
• IUPAC Traditional name: methyl (3S)-3-[(2S)-2-[(2S)-2-(6-{5-[(3aS,4S,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]pentanamido}hexanamido)propanamido]propanamido]-5-chloro-4-oxopentanoate
• Synonyms: Biotin-Ala-Ala-Asp(OMe)-CMK; Biotin-AAD(OMe)-CMK; Biotin-Ala-Ala-Asp(OMe)-Chloromethylketone

Database IDs

• PubChem SID: 162105476
• PubChem CID: 25108659

CALCULATED PROPERTIES

• Acid pKa: 11.4918995
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -0.60955584
• LogD (pH = 7.4): -0.609585
• Log P: -0.6095538
• Molar Refractivity: 162.5118 cm^3
• Polarizability: 64.018 Å^3
• Polar Surface Area: 200.9 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03CK032C

An inhibitor and probe for Granzyme B. A biotinylated derivative of Granzyme B inhibitor (Cat No. CK032)