Ligand profile

CHEMBL4557404

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02169 — D-3-phosphoglycerate dehydrogenase

Via homolog UniProt O43175 Formula C₂₆H₂₉ClN₂O₆S
pchembl 7.83 ~14.8 nM
Mol. weight 533.05 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4557404
UniProt (similar protein)
O43175
pchembl
7.830 (~14.8 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) 4.13
H-bond donors 1
H-bond acceptors 7
TPSA 103.70 Ų
Rotatable bonds 7
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 4.13
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 533.0
  • LogP ≤ 5 4.13
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • 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)OC4CCOCC4)cc3)n(C)c2c1
InChI 
InChI=1S/C26H29ClN2O6S/c1-16-12-22(27)21-14-24(29(3)23(21)13-16)26(31)28-17(2)18-4-6-20(7-5-18)36(32,33)15-25(30)35-19-8-10-34-11-9-19/h4-7,12-14,17,19H,8-11,15H2,1-3H3,(H,28,31)/t17-/m1/s1
InChIKey 
MDABDWPHXGMKGM-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)