Ligand profile

CHEMBL4548661

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02169 — D-3-phosphoglycerate dehydrogenase

Via homolog UniProt O43175 Formula C₂₅H₂₉ClN₂O₆S
pchembl 7.11 ~77.6 nM
Mol. weight 521.04 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4548661
UniProt (similar protein)
O43175
pchembl
7.110 (~77.6 nM)
Target protein
KP13_02169

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 521.04 Da
LogP (Crippen) 3.98
H-bond donors 1
H-bond acceptors 7
TPSA 103.70 Ų
Rotatable bonds 9
Aromatic rings 3 / 3
Heavy atoms 35
Fraction sp³ C 0.36
Formula C₂₅H₂₉ClN₂O₆S

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 103.7
  • −1 ≤ LogP ≤ 5 3.98
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 521.0
  • LogP ≤ 5 3.98
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 103.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CO[C@@H](C)COC(=O)CS(=O)(=O)c1ccc([C@@H](C)NC(=O)c2cc3c(Cl)cc(C)cc3n2C)cc1
InChI 
InChI=1S/C25H29ClN2O6S/c1-15-10-21(26)20-12-23(28(4)22(20)11-15)25(30)27-17(3)18-6-8-19(9-7-18)35(31,32)14-24(29)34-13-16(2)33-5/h6-12,16-17H,13-14H2,1-5H3,(H,27,30)/t16-,17+/m0/s1
InChIKey 
BWHRFJBAGWUHEX-DLBZAZTESA-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
1160754
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)