Ligand profile

CHEMBL4591375

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02169 — D-3-phosphoglycerate dehydrogenase

Via homolog UniProt O43175 Formula C₂₇H₂₉Cl₂N₃O₆S
pchembl 7.68 ~20.9 nM
Mol. weight 594.52 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4591375
UniProt (similar protein)
O43175
pchembl
7.680 (~20.9 nM)
Target protein
KP13_02169

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 594.52 Da
LogP (Crippen) 4.52
H-bond donors 2
H-bond acceptors 6
TPSA 125.78 Ų
Rotatable bonds 6
Aromatic rings 3 / 4
Heavy atoms 39
Fraction sp³ C 0.37
Formula C₂₇H₂₉Cl₂N₃O₆S

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 125.8
  • −1 ≤ LogP ≤ 5 4.52
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 594.5
  • LogP ≤ 5 4.52
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 125.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(=O)N1CCC(C(=O)O)(S(=O)(=O)c2ccc([C@@H](C)NC(=O)c3cc4c(Cl)c(Cl)c(C)cc4n3C)cc2)CC1
InChI 
InChI=1S/C27H29Cl2N3O6S/c1-15-13-21-20(24(29)23(15)28)14-22(31(21)4)25(34)30-16(2)18-5-7-19(8-6-18)39(37,38)27(26(35)36)9-11-32(12-10-27)17(3)33/h5-8,13-14,16H,9-12H2,1-4H3,(H,30,34)(H,35,36)/t16-/m1/s1
InChIKey 
WRUQNUHJZNKZOS-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
1160740
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)