Ligand profile

CHEMBL4579433

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02169 — D-3-phosphoglycerate dehydrogenase

Via homolog UniProt O43175 Formula C₂₇H₃₃ClN₂O₇S
pchembl 7.27 ~53.7 nM
Mol. weight 565.09 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4579433
UniProt (similar protein)
O43175
pchembl
7.270 (~53.7 nM)
Target protein
KP13_02169

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 565.09 Da
LogP (Crippen) 4.00
H-bond donors 1
H-bond acceptors 8
TPSA 112.93 Ų
Rotatable bonds 13
Aromatic rings 3 / 3
Heavy atoms 38
Fraction sp³ C 0.41
Formula C₂₇H₃₃ClN₂O₇S

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 112.9
  • −1 ≤ LogP ≤ 5 4.00
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 565.1
  • LogP ≤ 5 4.00
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 13
  • TPSA ≤ 140 Ų 112.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCOCCOCCOC(=O)CS(=O)(=O)c1ccc([C@@H](C)NC(=O)c2cc3c(Cl)cc(C)cc3n2C)cc1
InChI 
InChI=1S/C27H33ClN2O7S/c1-5-35-10-11-36-12-13-37-26(31)17-38(33,34)21-8-6-20(7-9-21)19(3)29-27(32)25-16-22-23(28)14-18(2)15-24(22)30(25)4/h6-9,14-16,19H,5,10-13,17H2,1-4H3,(H,29,32)/t19-/m1/s1
InChIKey 
QPFKNYUHGBKYHF-LJQANCHMSA-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
1160744
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)