Ligand profile

CHEMBL4552712

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02169 — D-3-phosphoglycerate dehydrogenase

Via homolog UniProt O43175 Formula C₂₃H₂₅ClN₂O₇S
pchembl 7.28 ~52.5 nM
Mol. weight 508.98 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4552712
UniProt (similar protein)
O43175
pchembl
7.280 (~52.5 nM)
Target protein
KP13_02169

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 508.98 Da
LogP (Crippen) 1.91
H-bond donors 3
H-bond acceptors 8
TPSA 134.93 Ų
Rotatable bonds 9
Aromatic rings 3 / 3
Heavy atoms 34
Fraction sp³ C 0.30
Formula C₂₃H₂₅ClN₂O₇S

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 134.9
  • −1 ≤ LogP ≤ 5 1.91
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 509.0
  • LogP ≤ 5 1.91
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 134.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1cc(Cl)c2cc(C(=O)N[C@H](CO)c3ccc(S(=O)(=O)CC(=O)OCCO)cc3)n(C)c2c1
InChI 
InChI=1S/C23H25ClN2O7S/c1-14-9-18(24)17-11-21(26(2)20(17)10-14)23(30)25-19(12-28)15-3-5-16(6-4-15)34(31,32)13-22(29)33-8-7-27/h3-6,9-11,19,27-28H,7-8,12-13H2,1-2H3,(H,25,30)/t19-/m1/s1
InChIKey 
MFDBLMCSVAPYHO-LJQANCHMSA-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
1160613
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)