(4S)-4-(dipentylcarbamoyl)-4-[(2S)-2-acetamido-3-[4-(phosphonooxy)phenyl]propanamido]butanoic acid

• ChemBase ID: 132919
• Molecular Formular: C26H42N3O9P
• Molecular Mass: 571.600141
• Monoisotopic Mass: 571.26586657
• SMILES: CCCCCN(CCCCC)C(=O)[C@H](CCC(=O)O)NC(=O)[C@H](Cc1ccc(cc1)OP(=O)(O)O)NC(=O)C
• Canonical SMILES: CCCCCN(C(=O)[C@@H](NC(=O)[C@H](Cc1ccc(cc1)OP(=O)(O)O)NC(=O)C)CCC(=O)O)CCCCC
• InChI: InChI=1S/C26H42N3O9P/c1-4-6-8-16-29(17-9-7-5-2)26(34)22(14-15-24(31)32)28-25(33)23(27-19(3)30)18-20-10-12-21(13-11-20)38-39(35,36)37/h10-13,22-23H,4-9,14-18H2,1-3H3,(H,27,30)(H,28,33)(H,31,32)(H2,35,36,37)/t22-,23-/m0/s1
• InChIKey: LMADZBIAOYLZDD-GOTSBHOMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-(dipentylcarbamoyl)-4-[(2S)-2-acetamido-3-[4-(phosphonooxy)phenyl]propanamido]butanoic acid
• IUPAC Traditional name: (4S)-4-(dipentylcarbamoyl)-4-[(2S)-2-acetamido-3-[4-(phosphonooxy)phenyl]propanamido]butanoic acid
• Synonyms: N-Acetyl-O-phosphono-Tyr-Glu Dipentylamide

Database IDs

• MDL Number: MFCD02181009
• PubChem SID: 162227196
• PubChem CID: 444112

CALCULATED PROPERTIES

• Acid pKa: 1.7871758
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -1.5093322
• LogD (pH = 7.4): -3.9376142
• Log P: 2.2267063
• Molar Refractivity: 144.0665 cm^3
• Polarizability: 56.314014 Å^3
• Polar Surface Area: 182.57 Å^2
• Rotatable Bonds: 19
• 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 ... SRC(6714)mouse ... SRC(20779)rat ... SRC(83805)

DETAILS

Sigma Aldrich - A4970

Amino Acid Sequence
Ac-pTyr-Glu-N(C5H11)2
Biochem/physiol Actions
Potent dipeptide inhibitor of pp60c-src SH2 domain.