Ligand profile

CHEMBL4571043

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02169 — D-3-phosphoglycerate dehydrogenase

Via homolog UniProt O43175 Formula C₂₅H₂₇ClN₂O₇S
pchembl 7.16 ~69.2 nM
Mol. weight 535.02 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4571043
UniProt (similar protein)
O43175
pchembl
7.160 (~69.2 nM)
Target protein
KP13_02169

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 535.02 Da
LogP (Crippen) 3.51
H-bond donors 1
H-bond acceptors 8
TPSA 120.77 Ų
Rotatable bonds 9
Aromatic rings 3 / 3
Heavy atoms 36
Fraction sp³ C 0.32
Formula C₂₅H₂₇ClN₂O₇S

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 120.8
  • −1 ≤ LogP ≤ 5 3.51
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 535.0
  • LogP ≤ 5 3.51
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 120.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(=O)OCCOC(=O)CS(=O)(=O)c1ccc([C@@H](C)NC(=O)c2cc3c(Cl)cc(C)cc3n2C)cc1
InChI 
InChI=1S/C25H27ClN2O7S/c1-15-11-21(26)20-13-23(28(4)22(20)12-15)25(31)27-16(2)18-5-7-19(8-6-18)36(32,33)14-24(30)35-10-9-34-17(3)29/h5-8,11-13,16H,9-10,14H2,1-4H3,(H,27,31)/t16-/m1/s1
InChIKey 
GRWPFHWDFNZJSU-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
1160749
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)