Ligand profile

CHEMBL1394649

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02160 — Phosphoglycerate kinase

Via homolog UniProt Q4GZG4 Formula C₂₇H₂₁N₃O₅S
Mol. weight 499.55 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1394649
UniProt (similar protein)
Q4GZG4
Target protein
KP13_02160

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 499.55 Da
LogP (Crippen) 5.28
H-bond donors 2
H-bond acceptors 7
TPSA 110.64 Ų
Rotatable bonds 7
Aromatic rings 4 / 5
Heavy atoms 36
Fraction sp³ C 0.11
Formula C₂₇H₂₁N₃O₅S

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 110.6
  • −1 ≤ LogP ≤ 5 5.28
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 499.5
  • LogP ≤ 5 5.28
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 110.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc(-c2nc3c(c(SCC(=O)Nc4ccc(C(=O)O)cc4)n2)Cc2ccccc2O3)cc1
InChI 
InChI=1S/C27H21N3O5S/c1-34-20-12-8-16(9-13-20)24-29-25-21(14-18-4-2-3-5-22(18)35-25)26(30-24)36-15-23(31)28-19-10-6-17(7-11-19)27(32)33/h2-13H,14-15H2,1H3,(H,28,31)(H,32,33)
InChIKey 
YGBXTZKBVATPOP-UHFFFAOYSA-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
Activity
active
Binding sites
PF00162

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_02160.

PDB 3

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)