Ligand profile

CHEMBL4550162

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02169 — D-3-phosphoglycerate dehydrogenase

Via homolog UniProt O43175 Formula C₂₆H₂₉ClN₂O₆S
pchembl 7.65 ~22.4 nM
Mol. weight 533.05 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4550162
UniProt (similar protein)
O43175
pchembl
7.650 (~22.4 nM)
Target protein
KP13_02169

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 533.05 Da
LogP (Crippen) 3.98
H-bond donors 1
H-bond acceptors 7
TPSA 103.70 Ų
Rotatable bonds 8
Aromatic rings 3 / 4
Heavy atoms 36
Fraction sp³ C 0.38
Formula C₂₆H₂₉ClN₂O₆S

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 103.7
  • −1 ≤ LogP ≤ 5 3.98
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 533.0
  • LogP ≤ 5 3.98
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 103.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1cc(Cl)c2cc(C(=O)N[C@H](C)c3ccc(S(=O)(=O)CC(=O)OCC4(C)COC4)cc3)n(C)c2c1
InChI 
InChI=1S/C26H29ClN2O6S/c1-16-9-21(27)20-11-23(29(4)22(20)10-16)25(31)28-17(2)18-5-7-19(8-6-18)36(32,33)12-24(30)35-15-26(3)13-34-14-26/h5-11,17H,12-15H2,1-4H3,(H,28,31)/t17-/m1/s1
InChIKey 
APUVLKRWWYZNLV-QGZVFWFLSA-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
1160792
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)