Ligand profile

CHEMBL4542730

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02169 — D-3-phosphoglycerate dehydrogenase

Via homolog UniProt O43175 Formula C₂₄H₂₆Cl₂N₂O₆S
pchembl 7.90 ~12.6 nM
Mol. weight 541.45 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4542730
UniProt (similar protein)
O43175
pchembl
7.900 (~12.6 nM)
Target protein
KP13_02169

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 541.45 Da
LogP (Crippen) 3.98
H-bond donors 2
H-bond acceptors 7
TPSA 114.70 Ų
Rotatable bonds 8
Aromatic rings 3 / 3
Heavy atoms 35
Fraction sp³ C 0.33
Formula C₂₄H₂₆Cl₂N₂O₆S

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 114.7
  • −1 ≤ LogP ≤ 5 3.98
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 541.5
  • LogP ≤ 5 3.98
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 114.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1cc2c(cc(C(=O)N[C@H](CO)c3ccc(S(=O)(=O)CC(=O)OC(C)C)cc3)n2C)c(Cl)c1Cl
InChI 
InChI=1S/C24H26Cl2N2O6S/c1-13(2)34-21(30)12-35(32,33)16-7-5-15(6-8-16)18(11-29)27-24(31)20-10-17-19(28(20)4)9-14(3)22(25)23(17)26/h5-10,13,18,29H,11-12H2,1-4H3,(H,27,31)/t18-/m1/s1
InChIKey 
NIRDSHOPENLVOU-GOSISDBHSA-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
1160811
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)