(2S)-N-[(2S)-6-amino-1-[(2S)-2-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-carbamoyl-5-[(2,4-dinitrophenyl)amino]pentyl]carbamoyl}-3-(methylsulfanyl)propyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}butyl]carbamoyl}ethyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl]carbamoyl}pyrrolidin-1-yl]-1-oxohexan-2-yl]-1-[(2S)-5-carbamimidamido-2-[2-(7-methoxy-2-oxo-2H-chromen-4-yl)acetamido]pentanoyl]pyrrolidine-2-carboxamide

• ChemBase ID: 133042
• Molecular Formular: C79H105N19O19S
• Molecular Mass: 1656.8599
• Monoisotopic Mass: 1655.75548324
• SMILES: CCC[C@@H](C(=O)N[C@@H](Cc1c[nH]c2c1cccc2)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CCCCNc1ccc(cc1[N+](=O)[O-])[N+](=O)[O-])C(=O)N)NC(=O)[C@H](C)NC(=O)[C@H](Cc1ccc(cc1)O)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCCN)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(=N)N)NC(=O)Cc1cc(=O)oc2c1ccc(c2)OC
• Canonical SMILES: NCCCC[C@@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N)CCCCNc1ccc(cc1[N+](=O)[O-])[N+](=O)[O-])CCSC)Cc1c[nH]c2c1cccc2)CCC)C)Cc1ccc(cc1)O)NC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)Cc1cc(=O)oc2c1ccc(c2)OC)CCCNC(=N)N
• InChI: InChI=1S/C79H105N19O19S/c1-5-15-57(71(104)93-62(39-48-44-86-54-17-7-6-16-52(48)54)74(107)91-58(31-37-118-4)72(105)89-56(69(81)102)18-9-11-33-84-55-30-25-49(97(112)113)42-65(55)98(114)115)90-70(103)45(2)87-73(106)61(38-46-23-26-50(99)27-24-46)94-76(109)64-22-14-36-96(64)78(111)60(19-8-10-32-80)92-75(108)63-21-13-35-95(63)77(110)59(20-12-34-85-79(82)83)88-67(100)40-47-41-68(101)117-66-43-51(116-3)28-29-53(47)66/h6-7,16-17,23-30,41-45,56-64,84,86,99H,5,8-15,18-22,31-40,80H2,1-4H3,(H2,81,102)(H,87,106)(H,88,100)(H,89,105)(H,90,103)(H,91,107)(H,92,108)(H,93,104)(H,94,109)(H4,82,83,85)/t45-,56-,57-,58-,59-,60-,61-,62-,63-,64-/m0/s1
• InChIKey: PMQNLFGGVGXOSM-BULAGXLTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-N-[(2S)-6-amino-1-[(2S)-2-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-carbamoyl-5-[(2,4-dinitrophenyl)amino]pentyl]carbamoyl}-3-(methylsulfanyl)propyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}butyl]carbamoyl}ethyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl]carbamoyl}pyrrolidin-1-yl]-1-oxohexan-2-yl]-1-[(2S)-5-carbamimidamido-2-[2-(7-methoxy-2-oxo-2H-chromen-4-yl)acetamido]pentanoyl]pyrrolidine-2-carboxamide
• IUPAC Traditional name: (2S)-N-[(2S)-6-amino-1-[(2S)-2-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-carbamoyl-5-[(2,4-dinitrophenyl)amino]pentyl]carbamoyl}-3-(methylsulfanyl)propyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}butyl]carbamoyl}ethyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl]carbamoyl}pyrrolidin-1-yl]-1-oxohexan-2-yl]-1-[(2S)-5-carbamimidamido-2-[2-(7-methoxy-2-oxochromen-4-yl)acetamido]pentanoyl]pyrrolidine-2-carboxamide
• Synonyms: 7-Methoxycoumarin-4-acetyl-Arg-Pro-Lys-Pro-Tyr-Ala-Nva-Trp-Met-(2,4-dinitrophenyl)Lys amide

Database IDs

• CAS Number: 158584-08-8
• MDL Number: MFCD00671408
• PubChem SID: 162227319
• PubChem CID: 71308624

CALCULATED PROPERTIES

• Acid pKa: 9.420478
• H Acceptors: 23
• H Donor: 16
• LogD (pH = 5.5): -3.8580542
• LogD (pH = 7.4): -3.1609519
• Log P: 1.0173696
• Molar Refractivity: 446.2863 cm^3
• Polarizability: 167.6143 Å^3
• Polar Surface Area: 579.65 Å^2
• Rotatable Bonds: 46
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... MMP3(4314)mouse ... MMP3(17392)rat ... MMP3(171045)

Product Information

• Purity: ≥97% (HPLC)

DETAILS

Sigma Aldrich - M9420

Amino Acid Sequence
MOCAc-Arg-Pro-Lys-Pro-Tyr-Ala-Nva-Trp-Met-Lys-DNPNH2
Substrates
Fluorogenic substrate for stromelysin-1 (matrix metalloproteinase 3).