Ligand profile

CHEMBL1172935

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P09467 Formula C₂₅H₃₆N₃O₆PS
pchembl 8.00 ~10.0 nM
Mol. weight 537.62 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1172935
UniProt (similar protein)
P09467
pchembl
8.000 (~10.0 nM)
Target protein
VK055_2839

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 537.62 Da
LogP (Crippen) 4.72
H-bond donors 2
H-bond acceptors 8
TPSA 115.85 Ų
Rotatable bonds 11
Aromatic rings 2 / 3
Heavy atoms 36
Fraction sp³ C 0.56
Formula C₂₅H₃₆N₃O₆PS

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 115.8
  • −1 ≤ LogP ≤ 5 4.72
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 537.6
  • LogP ≤ 5 4.72
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 115.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1cc(OCP(=O)(N[C@@H](C)C(=O)OC(C)C)N[C@@H](C)C(=O)OC(C)C)c2c(c1C)Cc1scnc1-2
InChI 
InChI=1S/C25H36N3O6PS/c1-13(2)33-24(29)17(7)27-35(31,28-18(8)25(30)34-14(3)4)12-32-20-9-15(5)16(6)19-10-21-23(22(19)20)26-11-36-21/h9,11,13-14,17-18H,10,12H2,1-8H3,(H2,27,28,31)/t17-,18-/m0/s1
InChIKey 
YITPOKWZAXOVOD-ROUUACIJSA-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)