Ligand profile

CHEMBL4549808

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02169 — D-3-phosphoglycerate dehydrogenase

Via homolog UniProt O43175 Formula C₂₅H₂₉ClN₄O₆S
pchembl 7.40 ~39.8 nM
Mol. weight 549.05 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4549808
UniProt (similar protein)
O43175
pchembl
7.400 (~39.8 nM)
Target protein
KP13_02169

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 549.05 Da
LogP (Crippen) 1.91
H-bond donors 3
H-bond acceptors 8
TPSA 132.18 Ų
Rotatable bonds 8
Aromatic rings 3 / 4
Heavy atoms 37
Fraction sp³ C 0.36
Formula C₂₅H₂₉ClN₄O₆S

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 132.2
  • −1 ≤ LogP ≤ 5 1.91
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 549.0
  • LogP ≤ 5 1.91
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 132.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CN1CCN(c2cc(Cl)c3cc(C(=O)N[C@H](CO)c4ccc(S(=O)(=O)CC(=O)O)cc4)n(C)c3c2)CC1
InChI 
InChI=1S/C25H29ClN4O6S/c1-28-7-9-30(10-8-28)17-11-20(26)19-13-23(29(2)22(19)12-17)25(34)27-21(14-31)16-3-5-18(6-4-16)37(35,36)15-24(32)33/h3-6,11-13,21,31H,7-10,14-15H2,1-2H3,(H,27,34)(H,32,33)/t21-/m1/s1
InChIKey 
FWXIBTHNHRXFCW-OAQYLSRUSA-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
1160681
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)