(2S)-2-[(2S,3S)-2-[(2S)-4-carboxy-2-[(2S)-4-carboxy-2-[(2S)-2-acetamido-3-[4-(phosphonooxy)phenyl]propanamido]butanamido]butanamido]-3-methylpentanamido]pentanedioic acid

• ChemBase ID: 153543
• Molecular Formular: C32H46N5O17P
• Molecular Mass: 803.704701
• Monoisotopic Mass: 803.26263167
• SMILES: CC[C@H](C)[C@@H](C(=O)N[C@@H](CCC(=O)O)C(=O)O)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](Cc1ccc(cc1)OP(=O)(O)O)NC(=O)C
• Canonical SMILES: CC[C@@H]([C@@H](C(=O)N[C@H](C(=O)O)CCC(=O)O)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](Cc1ccc(cc1)OP(=O)(O)O)NC(=O)C)CCC(=O)O)CCC(=O)O)C
• InChI: InChI=1S/C32H46N5O17P/c1-4-16(2)27(31(48)36-22(32(49)50)11-14-26(43)44)37-29(46)21(10-13-25(41)42)34-28(45)20(9-12-24(39)40)35-30(47)23(33-17(3)38)15-18-5-7-19(8-6-18)54-55(51,52)53/h5-8,16,20-23,27H,4,9-15H2,1-3H3,(H,33,38)(H,34,45)(H,35,47)(H,36,48)(H,37,46)(H,39,40)(H,41,42)(H,43,44)(H,49,50)(H2,51,52,53)/t16-,20-,21-,22-,23-,27-/m0/s1
• InChIKey: QQEKQSBIEKQXQS-PSCZMIBCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S,3S)-2-[(2S)-4-carboxy-2-[(2S)-4-carboxy-2-[(2S)-2-acetamido-3-[4-(phosphonooxy)phenyl]propanamido]butanamido]butanamido]-3-methylpentanamido]pentanedioic acid
• IUPAC Traditional name: (2S)-2-[(2S,3S)-2-[(2S)-4-carboxy-2-[(2S)-4-carboxy-2-[(2S)-2-acetamido-3-[4-(phosphonooxy)phenyl]propanamido]butanamido]butanamido]-3-methylpentanamido]pentanedioic acid
• Synonyms: N-Acetyl-O-phosphono-Tyr-Glu-Glu-Ile-Glu; Ac-pYEEIE trifluoroacetate salt

Database IDs

• CAS Number: 159439-02-8(freebase)
• MDL Number: MFCD00274005
• PubChem SID: 162247682
• PubChem CID: 42628614

CALCULATED PROPERTIES

• Acid pKa: 1.7763352
• H Acceptors: 16
• H Donor: 11
• LogD (pH = 5.5): -10.483185
• LogD (pH = 7.4): -17.71739
• Log P: -1.934433
• Molar Refractivity: 182.5713 cm^3
• Polarizability: 71.891594 Å^3
• Polar Surface Area: 361.46 Å^2
• Rotatable Bonds: 25
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: lyophilized powder

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

• Biological Source: synthetic
• Empirical Formula (Hill Notation): C32H46N5O17P · xC2HF3O2

DETAILS

Sigma Aldrich - A7832

Biochem/physiol Actions
Inhibits epidermal growth factor receptor binding to src-SH2.