(2S)-2-[(2S)-2-amino-3-phenylpropanamido]-N-[(1S)-1-{[(1S)-1-{[(1R)-1-[(carbamoylmethyl)carbamoyl]-2-[(3-nitropyridin-2-yl)sulfanyl]ethyl]carbamoyl}-2-methylpropyl]carbamoyl}-2-methylpropyl]pentanediamide

• ChemBase ID: 155262
• Molecular Formular: C34H48N10O9S
• Molecular Mass: 772.87152
• Monoisotopic Mass: 772.33264417
• SMILES: CC(C)[C@@H](C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CSc1c(cccn1)[N+](=O)[O-])C(=O)NCC(=O)N)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](Cc1ccccc1)N
• Canonical SMILES: NC(=O)CC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)N)CSc1ncccc1[N+](=O)[O-])C(C)C)C(C)C)NC(=O)[C@H](Cc1ccccc1)N
• InChI: InChI=1S/C34H48N10O9S/c1-18(2)27(32(50)41-23(30(48)39-16-26(37)46)17-54-34-24(44(52)53)11-8-14-38-34)43-33(51)28(19(3)4)42-31(49)22(12-13-25(36)45)40-29(47)21(35)15-20-9-6-5-7-10-20/h5-11,14,18-19,21-23,27-28H,12-13,15-17,35H2,1-4H3,(H2,36,45)(H2,37,46)(H,39,48)(H,40,47)(H,41,50)(H,42,49)(H,43,51)/t21-,22-,23-,27-,28-/m0/s1
• InChIKey: RUUXMQHJVXHBGZ-ZCBIBPQVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-amino-3-phenylpropanamido]-N-[(1S)-1-{[(1S)-1-{[(1R)-1-[(carbamoylmethyl)carbamoyl]-2-[(3-nitropyridin-2-yl)sulfanyl]ethyl]carbamoyl}-2-methylpropyl]carbamoyl}-2-methylpropyl]pentanediamide
• IUPAC Traditional name: (2S)-2-[(2S)-2-amino-3-phenylpropanamido]-N-[(1S)-1-{[(1S)-1-{[(1R)-1-(carbamoylmethylcarbamoyl)-2-[(3-nitropyridin-2-yl)sulfanyl]ethyl]carbamoyl}-2-methylpropyl]carbamoyl}-2-methylpropyl]pentanediamide
• Synonyms: Phe-Gln-Val-Val-Cys(NPYS)-Gly-NH2

Database IDs

• CAS Number: 128102-74-9
• MDL Number: MFCD00238111
• PubChem SID: 162249400
• PubChem CID: 71312110

CALCULATED PROPERTIES

• Acid pKa: 11.262963
• H Acceptors: 11
• H Donor: 8
• LogD (pH = 5.5): -3.3863757
• LogD (pH = 7.4): -1.7171031
• Log P: -1.2355758
• Molar Refractivity: 197.3192 cm^3
• Polarizability: 76.50902 Å^3
• Polar Surface Area: 316.41 Å^2
• Rotatable Bonds: 22
• 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

Product Information

• Purity: ≥95% (HPLC)
• Empirical Formula (Hill Notation): C34H48N10O9S2

DETAILS

Sigma Aldrich - P3708

Biochem/physiol Actions
Selectively blocks thrombin-induced platelet aggregation by binding to platelet calpain. Does not inhibit platelet aggregation induced by hemostasis factors other than thrombin.