Ligand profile

CHEMBL5277511

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02991 — 2,3-bisphosphoglycerate-dependent phosphoglycerate mutase

Via homolog UniProt P18669 Formula C₂₃H₂₀O₁₀
pchembl 6.31 ~489.8 nM
Mol. weight 456.40 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5277511
UniProt (similar protein)
P18669
pchembl
6.310 (~489.8 nM)
Target protein
KP13_02991

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 456.40 Da
LogP (Crippen) 2.84
H-bond donors 7
H-bond acceptors 10
TPSA 177.14 Ų
Rotatable bonds 3
Aromatic rings 3 / 4
Heavy atoms 33
Fraction sp³ C 0.17
Formula C₂₃H₂₀O₁₀

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 177.1
  • −1 ≤ LogP ≤ 5 2.84
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 456.4
  • LogP ≤ 5 2.84
  • H-bond donors ≤ 5 7
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 177.1
PAINS Alert

Matches PAINS filter: catechol_A(92). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1cc([C@H]2Oc3cc(O)cc(O)c3C[C@H]2OC(=O)c2cc(O)c(O)c(O)c2)cc(O)c1O
InChI 
InChI=1S/C23H20O10/c1-9-2-10(3-15(26)20(9)29)22-19(8-13-14(25)6-12(24)7-18(13)32-22)33-23(31)11-4-16(27)21(30)17(28)5-11/h2-7,19,22,24-30H,8H2,1H3/t19-,22-/m1/s1
InChIKey 
FYQFGPXCVPNXLM-DENIHFKCSA-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
Binding sites
PF00300

External resources

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

Other ligands for this protein

Quick navigation to other ligands bound to KP13_02991.

PDB 9

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

Ligand PDB entry

ChEMBL 26

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)