Ligand profile

CHEMBL4556963

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02169 — D-3-phosphoglycerate dehydrogenase

Via homolog UniProt O43175 Formula C₂₀H₁₈ClIN₂O₅S
pchembl 7.62 ~24.0 nM
Mol. weight 560.80 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4556963
UniProt (similar protein)
O43175
pchembl
7.620 (~24.0 nM)
Target protein
KP13_02169

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 560.80 Da
LogP (Crippen) 3.79
H-bond donors 2
H-bond acceptors 5
TPSA 105.47 Ų
Rotatable bonds 6
Aromatic rings 3 / 3
Heavy atoms 30
Fraction sp³ C 0.20
Formula C₂₀H₁₈ClIN₂O₅S

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 105.5
  • −1 ≤ LogP ≤ 5 3.79
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 560.8
  • LogP ≤ 5 3.79
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 105.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(NC(=O)c1cc2c(Cl)cc(I)cc2n1C)c1ccc(S(=O)(=O)CC(=O)O)cc1
InChI 
InChI=1S/C20H18ClIN2O5S/c1-11(12-3-5-14(6-4-12)30(28,29)10-19(25)26)23-20(27)18-9-15-16(21)7-13(22)8-17(15)24(18)2/h3-9,11H,10H2,1-2H3,(H,23,27)(H,25,26)
InChIKey 
IVQWZBAVMKMNMY-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
1160753
Curation
pdb_similarity_tanimoto
Binding sites
PF02826

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_02169.

PDB 20

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)