Ligand profile

CHEMBL4565578

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02169 — D-3-phosphoglycerate dehydrogenase

Via homolog UniProt O43175 Formula C₂₆H₂₇ClN₄O₅S
pchembl 7.36 ~43.7 nM
Mol. weight 543.05 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4565578
UniProt (similar protein)
O43175
pchembl
7.360 (~43.7 nM)
Target protein
KP13_02169

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 543.05 Da
LogP (Crippen) 4.06
H-bond donors 1
H-bond acceptors 8
TPSA 112.29 Ų
Rotatable bonds 8
Aromatic rings 4 / 4
Heavy atoms 37
Fraction sp³ C 0.27
Formula C₂₆H₂₇ClN₄O₅S

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 112.3
  • −1 ≤ LogP ≤ 5 4.06
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 543.0
  • LogP ≤ 5 4.06
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 112.3
PAINS Alert

Matches PAINS filter: dyes5A(27). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCOC(=O)CS(=O)(=O)c1ccc([C@@H](C)NC(=O)c2cc3c(Cl)cc(-c4cnn(C)c4)cc3n2C)cc1
InChI 
InChI=1S/C26H27ClN4O5S/c1-5-36-25(32)15-37(34,35)20-8-6-17(7-9-20)16(2)29-26(33)24-12-21-22(27)10-18(11-23(21)31(24)4)19-13-28-30(3)14-19/h6-14,16H,5,15H2,1-4H3,(H,29,33)/t16-/m1/s1
InChIKey 
GJBZTFLGUZCUPK-MRXNPFEDSA-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
1160777
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)