Ligand profile

CHEMBL4536737

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02169 — D-3-phosphoglycerate dehydrogenase

Via homolog UniProt O43175 Formula C₂₁H₂₁Cl₂N₃O₆S
pchembl 9.10 ~0.8 nM
Mol. weight 514.39 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4536737
UniProt (similar protein)
O43175
pchembl
9.100 (~0.8 nM)
Target protein
KP13_02169

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 514.39 Da
LogP (Crippen) 2.60
H-bond donors 2
H-bond acceptors 8
TPSA 127.59 Ų
Rotatable bonds 7
Aromatic rings 3 / 3
Heavy atoms 33
Fraction sp³ C 0.29
Formula C₂₁H₂₁Cl₂N₃O₆S

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 127.6
  • −1 ≤ LogP ≤ 5 2.60
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 514.4
  • LogP ≤ 5 2.60
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 127.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COC(=O)CS(=O)(=O)c1ccc([C@@H](CO)NC(=O)c2cc3c(Cl)c(Cl)c(C)nc3n2C)cc1
InChI 
InChI=1S/C21H21Cl2N3O6S/c1-11-18(22)19(23)14-8-16(26(2)20(14)24-11)21(29)25-15(9-27)12-4-6-13(7-5-12)33(30,31)10-17(28)32-3/h4-8,15,27H,9-10H2,1-3H3,(H,25,29)/t15-/m1/s1
InChIKey 
XRHRFWQKBFYFCZ-OAHLLOKOSA-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
1160821
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)