Ligand profile

CHEMBL4549376

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02169 — D-3-phosphoglycerate dehydrogenase

Via homolog UniProt O43175 Formula C₂₅H₂₉ClN₂O₅S
pchembl 7.15 ~70.8 nM
Mol. weight 505.04 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4549376
UniProt (similar protein)
O43175
pchembl
7.150 (~70.8 nM)
Target protein
KP13_02169

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 505.04 Da
LogP (Crippen) 4.60
H-bond donors 1
H-bond acceptors 6
TPSA 94.47 Ų
Rotatable bonds 8
Aromatic rings 3 / 3
Heavy atoms 34
Fraction sp³ C 0.36
Formula C₂₅H₂₉ClN₂O₅S

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 4.60
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 505.0
  • LogP ≤ 5 4.60
  • 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)OCC(C)C)cc3)n(C)c2c1
InChI 
InChI=1S/C25H29ClN2O5S/c1-15(2)13-33-24(29)14-34(31,32)19-8-6-18(7-9-19)17(4)27-25(30)23-12-20-21(26)10-16(3)11-22(20)28(23)5/h6-12,15,17H,13-14H2,1-5H3,(H,27,30)/t17-/m1/s1
InChIKey 
MKLLTXMMPFKDCY-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
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)