Ligand profile

CHEMBL4536870

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02169 — D-3-phosphoglycerate dehydrogenase

Via homolog UniProt O43175 Formula C₂₉H₂₆ClF₃N₂O₅S
pchembl 7.70 ~20.0 nM
Mol. weight 607.05 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4536870
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 607.05 Da
LogP (Crippen) 6.17
H-bond donors 1
H-bond acceptors 6
TPSA 94.47 Ų
Rotatable bonds 8
Aromatic rings 4 / 4
Heavy atoms 41
Fraction sp³ C 0.24
Formula C₂₉H₂₆ClF₃N₂O₅S

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 6.17
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 607.1
  • LogP ≤ 5 6.17
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 94.5
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)OCc4cccc(C(F)(F)F)c4)cc3)n(C)c2c1
InChI 
InChI=1S/C29H26ClF3N2O5S/c1-17-11-24(30)23-14-26(35(3)25(23)12-17)28(37)34-18(2)20-7-9-22(10-8-20)41(38,39)16-27(36)40-15-19-5-4-6-21(13-19)29(31,32)33/h4-14,18H,15-16H2,1-3H3,(H,34,37)/t18-/m1/s1
InChIKey 
PUJFLLGQDWNYMC-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
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)