Ligand profile

CHEMBL1173125

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2839 — fructose-1-6-bisphosphatase family protein

Via homolog UniProt P09467 Formula C₂₂H₂₉N₄O₇PS
pchembl 9.00 ~1.0 nM
Mol. weight 524.54 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1173125
UniProt (similar protein)
P09467
pchembl
9.000 (~1.0 nM)
Target protein
VK055_2839

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 524.54 Da
LogP (Crippen) 2.43
H-bond donors 3
H-bond acceptors 9
TPSA 158.94 Ų
Rotatable bonds 12
Aromatic rings 2 / 3
Heavy atoms 35
Fraction sp³ C 0.45
Formula C₂₂H₂₉N₄O₇PS

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy Check

Estimated from TPSA and LogP only: TPSA ≤ 90 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 158.9
  • −1 ≤ LogP ≤ 5 2.43
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 524.5
  • LogP ≤ 5 2.43
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 12
  • TPSA ≤ 140 Ų 158.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCOC(=O)[C@H](C)NP(=O)(COc1ccc(C(N)=O)c2c1-c1ncsc1C2)N[C@@H](C)C(=O)OCC
InChI 
InChI=1S/C22H29N4O7PS/c1-5-31-21(28)12(3)25-34(30,26-13(4)22(29)32-6-2)11-33-16-8-7-14(20(23)27)15-9-17-19(18(15)16)24-10-35-17/h7-8,10,12-13H,5-6,9,11H2,1-4H3,(H2,23,27)(H2,25,26,30)/t12-,13-/m0/s1
InChIKey 
XJYTWLXHJNOVEU-STQMWFEESA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Source
ChEMBL
Curation
pdb_similarity_tanimoto
Binding sites
PF00316

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to VK055_2839.

PDB 35

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 99

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 50

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)