Basic information
- CAS
136981-77-6- Standard SMILES
CC(O)[C@H](N)NC(=O)C(CCCCN)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCN=C(N)N)C(=O)O- InChIKey
VZTVXNGXZIXDPC-SVXVCFNTSA-N- Molecular formula
- C21H40N8O6
- Average molar mass
- 500.6 g/mol
- Monoisotopic mass
- 500.30708103
Overview
synthesis given in first source; retro-inverso analog of tuftsin in which -CONH- bond between Thr and Lys has been stabilized against enzyme hydrolysis by inversion of its direction to -NHCO-
Names & identifiers
- Preferred name
- H-Thr-(psi)(nhco)lys-pro-arg-OH
- IUPAC
- (2S)-2-[[(2S)-1-[6-amino-2-[[(1R)-1-amino-2-hydroxypropyl]carbamoyl]hexanoyl]pyrrolidine-2-carbonyl]amino]-5-(diaminomethylideneamino)pentanoic acid
- English name
- H-Thr-(psi)(NHCO)Lys-Pro-Arg-OH
- Molecular formula
- C21H40N8O6
- Molecular weight
- 500.5923
Names & synonyms
H-Thr-(psi)(nhco)lys-pro-arg-OH136981-77-6Threonyl-(psi)(NHCO)lysyl-prolyl-arginineRefChem:144961(2S)-2-[[(2S)-1-[6-amino-2-[[(1R)-1-amino-2-hydroxypropyl]carbamoyl]hexanoyl]pyrrolidine-2-carbonyl]amino]-5-(diaminomethylideneamino)pentanoic acidH-Thr-(psi)(nhco)(R,S)lys-pro-arg-OHDTXSID50929611(1R-(1R*(R*),2S*))-N2-(1-(6-Amino-2-(((1-amino-2-hydroxypropyl)amino)carbonyl)-1-oxohexyl)-L-prolyl)-L-arginineL-Arginine, N2-(1-(6-amino-2-(((1-amino-2-hydroxypropyl)amino)carbonyl)-1-oxohexyl)-L-prolyl)-, (1R-(1R*(R*),2S*))-N~2~-{[(2S)-1-{6-Amino-2-[{[(1R)-1-amino-2-hydroxypropyl]imino}(hydroxy)methyl]hexanoyl}pyrrolidin-2-yl](hydroxy)methylidene}-L-arginineN~2~-{[1-(6-Amino-2-{[(1-amino-2-hydroxypropyl)imino](hydroxy)methyl}hexanoyl)pyrrolidin-2-yl](hydroxy)methylidene}arginine
Database identifiers
- CAS
136981-77-6- PubChem CID
- 132010
- DTXSID
DTXSID50929611
Properties
Computed structural properties
- XLogP
- -6.3
- Topological polar surface area
- 252 Ų
- Hydrogen bond donors
- 8
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 15
- Heavy atoms
- 35
- Formal charge
- 0
- Complexity
- 760
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…