(2S)-2-{[(2S)-1-[(2S)-2-[(2S)-2-{[(2S)-1-[(2S)-6-amino-2-[(2S)-2-[(2-aminophenyl)formamido]-3-carbamoylpropanamido]hexanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanamido]propanoyl]pyrrolidin-2-yl]formamido}-N-{2-[(2,4-dinitrophenyl)amino]ethyl}pentanediamide

• ChemBase ID: 106267
• Molecular Formular: C49H72N18O14
• Molecular Mass: 1137.20818
• Monoisotopic Mass: 1136.54753907
• SMILES: C[C@H](NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCCN)NC(=O)[C@H](CC(=O)N)NC(=O)c1ccccc1N)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCC(=O)N)C(=O)NCCNc1ccc([N+](=O)[O-])cc1[N+](=O)[O-]
• Canonical SMILES: NCCCC[C@@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)NCCNc1ccc(cc1[N+](=O)[O-])[N+](=O)[O-])CCC(=O)N)C)CCCNC(=N)N)NC(=O)[C@@H](NC(=O)c1ccccc1N)CC(=O)N
• InChI: InChI=1S/C49H72N18O14/c1-27(47(76)64-23-7-13-36(64)45(74)61-33(17-18-39(52)68)42(71)57-22-21-56-31-16-15-28(66(78)79)25-38(31)67(80)81)59-43(72)32(12-6-20-58-49(54)55)60-46(75)37-14-8-24-65(37)48(77)34(11-4-5-19-50)62-44(73)35(26-40(53)69)63-41(70)29-9-2-3-10-30(29)51/h2-3,9-10,15-16,25,27,32-37,56H,4-8,11-14,17-24,26,50-51H2,1H3,(H2,52,68)(H2,53,69)(H,57,71)(H,59,72)(H,60,75)(H,61,74)(H,62,73)(H,63,70)(H4,54,55,58)/t27-,32-,33-,34-,35-,36-,37-/m0/s1
• InChIKey: GPRUPCWPCHEGBF-YNEYNXGLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(2S)-1-[(2S)-2-[(2S)-2-{[(2S)-1-[(2S)-6-amino-2-[(2S)-2-[(2-aminophenyl)formamido]-3-carbamoylpropanamido]hexanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanamido]propanoyl]pyrrolidin-2-yl]formamido}-N-{2-[(2,4-dinitrophenyl)amino]ethyl}pentanediamide
• IUPAC Traditional name: (2S)-2-{[(2S)-1-[(2S)-2-[(2S)-2-{[(2S)-1-[(2S)-6-amino-2-[(2S)-2-[(2-aminophenyl)formamido]-3-carbamoylpropanamido]hexanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanamido]propanoyl]pyrrolidin-2-yl]formamido}-N-{2-[(2,4-dinitrophenyl)amino]ethyl}pentanediamide
• Synonyms: Abz-(AMF)-Ser-Arg-Gln-EDDNP; Abz-(AMF)-SRQ-EDDNP; Abz-(AMF)-Ser-Arg-Gln-EDDNP

Database IDs

• PubChem SID: 162105487
• PubChem CID: 25108490

CALCULATED PROPERTIES

• Acid pKa: 11.834182
• H Acceptors: 20
• H Donor: 14
• LogD (pH = 5.5): -9.628184
• LogD (pH = 7.4): -9.199907
• Log P: -4.961453
• Molar Refractivity: 301.3339 cm^3
• Polarizability: 109.50023 Å^3
• Polar Surface Area: 519.01 Å^2
• Rotatable Bonds: 32
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03ABZ009

A Serine protease substrate for Neurolysin.

REFERENCES

• Olivera, V. et al., Anal. Biochem., 292(2):257 (2001).