Ligand profile

CHEMBL4518612

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02169 — D-3-phosphoglycerate dehydrogenase

Via homolog UniProt O43175 Formula C₂₀H₁₉Cl₂N₃O₆S
pchembl 8.05 ~8.9 nM
Mol. weight 500.36 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4518612
UniProt (similar protein)
O43175
pchembl
8.050 (~8.9 nM)
Target protein
KP13_02169

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 500.36 Da
LogP (Crippen) 2.51
H-bond donors 3
H-bond acceptors 7
TPSA 138.59 Ų
Rotatable bonds 7
Aromatic rings 3 / 3
Heavy atoms 32
Fraction sp³ C 0.25
Formula C₂₀H₁₉Cl₂N₃O₆S

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 138.6
  • −1 ≤ LogP ≤ 5 2.51
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 500.4
  • LogP ≤ 5 2.51
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 138.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1nc2c(cc(C(=O)N[C@H](CO)c3ccc(S(=O)(=O)CC(=O)O)cc3)n2C)c(Cl)c1Cl
InChI 
InChI=1S/C20H19Cl2N3O6S/c1-10-17(21)18(22)13-7-15(25(2)19(13)23-10)20(29)24-14(8-26)11-3-5-12(6-4-11)32(30,31)9-16(27)28/h3-7,14,26H,8-9H2,1-2H3,(H,24,29)(H,27,28)/t14-/m1/s1
InChIKey 
SNDYHSWJKZYFLY-CQSZACIVSA-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
1160819
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)