Ligand profile

CHEMBL4540875

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02169 — D-3-phosphoglycerate dehydrogenase

Via homolog UniProt O43175 Formula C₂₆H₂₉ClN₂O₆S
pchembl 8.43 ~3.7 nM
Mol. weight 533.05 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4540875
UniProt (similar protein)
O43175
pchembl
8.430 (~3.7 nM)
Target protein
KP13_02169

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 533.05 Da
LogP (Crippen) 4.13
H-bond donors 1
H-bond acceptors 7
TPSA 103.70 Ų
Rotatable bonds 6
Aromatic rings 3 / 4
Heavy atoms 36
Fraction sp³ C 0.38
Formula C₂₆H₂₉ClN₂O₆S

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 4.13
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 533.0
  • LogP ≤ 5 4.13
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 103.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COC(=O)C1(S(=O)(=O)c2ccc([C@@H](C)NC(=O)c3cc4c(Cl)cc(C)cc4n3C)cc2)CCOCC1
InChI 
InChI=1S/C26H29ClN2O6S/c1-16-13-21(27)20-15-23(29(3)22(20)14-16)24(30)28-17(2)18-5-7-19(8-6-18)36(32,33)26(25(31)34-4)9-11-35-12-10-26/h5-8,13-15,17H,9-12H2,1-4H3,(H,28,30)/t17-/m1/s1
InChIKey 
XDOVEGACOQPORA-QGZVFWFLSA-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
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)