Ligand profile

CHEMBL4513843

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02169 — D-3-phosphoglycerate dehydrogenase

Via homolog UniProt O43175 Formula C₂₅H₂₉ClN₂O₅S
pchembl 8.00 ~10.0 nM
Mol. weight 505.04 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4513843
UniProt (similar protein)
O43175
pchembl
8.000 (~10.0 nM)
Target protein
KP13_02169

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 505.04 Da
LogP (Crippen) 5.05
H-bond donors 2
H-bond acceptors 5
TPSA 105.47 Ų
Rotatable bonds 8
Aromatic rings 3 / 3
Heavy atoms 34
Fraction sp³ C 0.36
Formula C₂₅H₂₉ClN₂O₅S

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 105.5
  • −1 ≤ LogP ≤ 5 5.05
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 505.0
  • LogP ≤ 5 5.05
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 105.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCC(CC)(C(=O)O)S(=O)(=O)c1ccc([C@@H](C)NC(=O)c2cc3c(Cl)cc(C)cc3n2C)cc1
InChI 
InChI=1S/C25H29ClN2O5S/c1-6-25(7-2,24(30)31)34(32,33)18-10-8-17(9-11-18)16(4)27-23(29)22-14-19-20(26)12-15(3)13-21(19)28(22)5/h8-14,16H,6-7H2,1-5H3,(H,27,29)(H,30,31)/t16-/m1/s1
InChIKey 
AAANFBRBVCTCKW-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
1160704
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)