poststatin

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Ligands
poststatin

GtoPdb Ligand ID: 10967

Synonyms: L-Val-L-Val-3-amino-2-oxo-valeryl-D-Leu-L-Val

Compound class: Natural product

Comment: Poststatin is produced by Streptomyces viridochromogenes MH534-30F3 [1]. It acts as an inhibitor of prolyl endopeptidase.

2D Structure

Physico-chemical Properties

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

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

SMILES / InChI / InChIKey

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

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)