Ligand profile

CHEMBL4582792

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02169 — D-3-phosphoglycerate dehydrogenase

Via homolog UniProt O43175 Formula C₂₄H₂₄Cl₂N₂O₅S
pchembl 7.70 ~20.0 nM
Mol. weight 523.44 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4582792
UniProt (similar protein)
O43175
pchembl
7.700 (~20.0 nM)
Target protein
KP13_02169

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 523.44 Da
LogP (Crippen) 4.76
H-bond donors 1
H-bond acceptors 6
TPSA 94.47 Ų
Rotatable bonds 5
Aromatic rings 3 / 4
Heavy atoms 34
Fraction sp³ C 0.33
Formula C₂₄H₂₄Cl₂N₂O₅S

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 94.5
  • −1 ≤ LogP ≤ 5 4.76
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 523.4
  • LogP ≤ 5 4.76
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 94.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1cc2c(cc(C(=O)N[C@H](C)c3ccc(S(=O)(=O)C4CCCOC4=O)cc3)n2C)c(Cl)c1Cl
InChI 
InChI=1S/C24H24Cl2N2O5S/c1-13-11-18-17(22(26)21(13)25)12-19(28(18)3)23(29)27-14(2)15-6-8-16(9-7-15)34(31,32)20-5-4-10-33-24(20)30/h6-9,11-12,14,20H,4-5,10H2,1-3H3,(H,27,29)/t14-,20?/m1/s1
InChIKey 
QSADISQYAQUJEU-QMRFKDRMSA-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
1160739
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)