ChemicalBook--->CAS DataBase List--->1343476-44-7

1343476-44-7

1343476-44-7 Structure

1343476-44-7 Structure
IdentificationBack Directory
[Name]

Val-Ala-PAB
[CAS]

1343476-44-7
[Synonyms]

CS-2747
Val-Ala-PAB
Val-Ala-PAB-OH
L-Alaninamide, L-valyl-N-[4-(hydroxymethyl)phenyl]-
(2S)-2-amino-N-[(2S)-1-[4-(hydroxymethyl)anilino]-1-oxopropan-2-yl]-3-methylbutanamide
(S)-2-Amino-N-((S)-1-((4-(hydroxymethyl)phenyl)amino)-1-oxopropan-2-yl)-3-methylbutanamide
[Molecular Formula]

C15H23N3O3
[MDL Number]

MFCD32641649
[MOL File]

1343476-44-7.mol
[Molecular Weight]

293.36
Chemical PropertiesBack Directory
[Melting point ]

65-68°C
[Boiling point ]

584.9±50.0 °C(Predicted)
[density ]

1.191±0.06 g/cm3(Predicted)
[storage temp. ]

-20°C, Inert atmosphere
[solubility ]

DMSO (Slightly), Methanol (Slightly)
[form ]

Solid
[pka]

13.51±0.70(Predicted)
[color ]

White to Off-White
[InChI]

InChI=1S/C15H23N3O3/c1-9(2)13(16)15(21)17-10(3)14(20)18-12-6-4-11(8-19)5-7-12/h4-7,9-10,13,19H,8,16H2,1-3H3,(H,17,21)(H,18,20)/t10-,13-/m0/s1
[InChIKey]

NNWYWNRCBPYLML-GWCFXTLKSA-N
[SMILES]

N(C1C=CC(=CC=1)CO)C(=O)[C@H](C)NC(=O)[C@@H](N)C(C)C
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P280-P301+P312-P302+P352-P305+P351+P338
Hazard InformationBack Directory
[Description]

Val-Ala-PAB-OH is a cleavable ADC linker with a terminal hydroxyl group. The Val-Ala is effectively cleaved by lysosomal proteolytic enzymes while being highly stable in human plasma, making this a potentent stragy in ADC linker design. The hydroxyl group enables further derivatization or replacement with other reactive functional groups.
[Uses]

Val-Ala-PAB is a building block in the synthesis of Tesirine (a.k.a. SG3249), a clinical antibody-drug conjugate pyrrolobenzodiazepine dimer payload. Reagent in the preparation of pyrrolobenzodiazepine dimers and their antibody conjugates containing peptide linkers useful for treating proliferative including cancer.
Spectrum DetailBack Directory
[Spectrum Detail]

Val-Ala-PAB(1343476-44-7)1HNMR
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