Ligand profile

CHEMBL4514445

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02169 — D-3-phosphoglycerate dehydrogenase

Via homolog UniProt O43175 Formula C₂₃H₂₅ClN₂O₆S
pchembl 7.62 ~24.0 nM
Mol. weight 492.98 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4514445
UniProt (similar protein)
O43175
pchembl
7.620 (~24.0 nM)
Target protein
KP13_02169

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 492.98 Da
LogP (Crippen) 2.94
H-bond donors 2
H-bond acceptors 7
TPSA 114.70 Ų
Rotatable bonds 8
Aromatic rings 3 / 3
Heavy atoms 33
Fraction sp³ C 0.30
Formula C₂₃H₂₅ClN₂O₆S

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 114.7
  • −1 ≤ LogP ≤ 5 2.94
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 493.0
  • LogP ≤ 5 2.94
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 114.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1cc(Cl)c2cc(C(=O)N[C@H](C)c3ccc(S(=O)(=O)CC(=O)OCCO)cc3)n(C)c2c1
InChI 
InChI=1S/C23H25ClN2O6S/c1-14-10-19(24)18-12-21(26(3)20(18)11-14)23(29)25-15(2)16-4-6-17(7-5-16)33(30,31)13-22(28)32-9-8-27/h4-7,10-12,15,27H,8-9,13H2,1-3H3,(H,25,29)/t15-/m1/s1
InChIKey 
RBGBTPFQYGLCGP-OAHLLOKOSA-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
1160765
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)