poststatin   Click here for help

GtoPdb Ligand ID: 10967

Synonyms: L-Val-L-Val-3-amino-2-oxo-valeryl-D-Leu-L-Val
Comment: Poststatin is produced by Streptomyces viridochromogenes MH534-30F3 [1]. It acts as an inhibitor of prolyl endopeptidase.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 12
Hydrogen bond donors 5
Rotatable bonds 19
Topological polar surface area 215.98
Molecular weight 541.35
XLogP -1.2
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES CC[C@@H](C(=O)C(=O)N[C@@H](C(=O)N(C(=O)[C@H](C(CC(=O)[C@H](C(C)C)N)C)N)[C@H](C(=O)O)C(C)C)CC(C)C)N
Isomeric SMILES CC[C@@H](C(=O)C(=O)N[C@@H](C(=O)N(C(=O)[C@H](C(CC(=O)[C@H](C(C)C)N)C)N)[C@H](C(=O)O)C(C)C)CC(C)C)N
InChI InChI=1S/C26H47N5O7/c1-9-16(27)22(33)23(34)30-17(10-12(2)3)24(35)31(21(14(6)7)26(37)38)25(36)20(29)15(8)11-18(32)19(28)13(4)5/h12-17,19-21H,9-11,27-29H2,1-8H3,(H,30,34)(H,37,38)/t15?,16-,17+,19-,20-,21-/m0/s1
InChI Key UNPBSZUDTFBULK-CZCKBYKRSA-N
Classification Click here for help
Compound class Natural product or derivative
IUPAC Name Click here for help
(2S)-2-[[(2R)-2-[[(3S)-3-amino-2-oxopentanoyl]amino]-4-methylpentanoyl]-[(2S,6S)-2,6-diamino-3,7-dimethyl-5-oxooctanoyl]amino]-3-methylbutanoic acid
Synonyms Click here for help
L-Val-L-Val-3-amino-2-oxo-valeryl-D-Leu-L-Val
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo 983
Other databases
CAS Registry No. 135219-43-1 (source: PubChem)
GtoPdb PubChem SID 405560408
PubChem CID 164380
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