Ligand profile

CHEMBL4535665

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02169 — D-3-phosphoglycerate dehydrogenase

Via homolog UniProt O43175 Formula C₃₀H₃₄ClN₅O₆S
pchembl 7.47 ~33.9 nM
Mol. weight 628.15 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4535665
UniProt (similar protein)
O43175
pchembl
7.470 (~33.9 nM)
Target protein
KP13_02169

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 628.15 Da
LogP (Crippen) 3.47
H-bond donors 1
H-bond acceptors 10
TPSA 124.76 Ų
Rotatable bonds 10
Aromatic rings 4 / 5
Heavy atoms 43
Fraction sp³ C 0.37
Formula C₃₀H₃₄ClN₅O₆S

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 124.8
  • −1 ≤ LogP ≤ 5 3.47
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 628.2
  • LogP ≤ 5 3.47
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 10
Veber's rules Pass
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 124.8
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 
COC(=O)CS(=O)(=O)c1ccc([C@@H](C)NC(=O)c2cc3cc(Cl)c(-c4cnn(CCN5CCOCC5)c4)cc3n2C)cc1
InChI 
InChI=1S/C30H34ClN5O6S/c1-20(21-4-6-24(7-5-21)43(39,40)19-29(37)41-3)33-30(38)28-15-22-14-26(31)25(16-27(22)34(28)2)23-17-32-36(18-23)9-8-35-10-12-42-13-11-35/h4-7,14-18,20H,8-13,19H2,1-3H3,(H,33,38)/t20-/m1/s1
InChIKey 
BRYVUOLJMLRWKN-HXUWFJFHSA-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
1160839
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)