Ligand profile

CHEMBL4590502

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02169 — D-3-phosphoglycerate dehydrogenase

Via homolog UniProt O43175 Formula C₃₂H₃₈ClN₅O₆S
pchembl 7.45 ~35.5 nM
Mol. weight 656.21 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4590502
UniProt (similar protein)
O43175
pchembl
7.450 (~35.5 nM)
Target protein
KP13_02169

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 656.21 Da
LogP (Crippen) 4.24
H-bond donors 1
H-bond acceptors 10
TPSA 124.76 Ų
Rotatable bonds 11
Aromatic rings 4 / 5
Heavy atoms 45
Fraction sp³ C 0.41
Formula C₃₂H₃₈ClN₅O₆S

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 4.24
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 656.2
  • LogP ≤ 5 4.24
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • 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 
CC(C)OC(=O)CS(=O)(=O)c1ccc([C@@H](C)NC(=O)c2cc3cc(Cl)c(-c4cnn(CCN5CCOCC5)c4)cc3n2C)cc1
InChI 
InChI=1S/C32H38ClN5O6S/c1-21(2)44-31(39)20-45(41,42)26-7-5-23(6-8-26)22(3)35-32(40)30-16-24-15-28(33)27(17-29(24)36(30)4)25-18-34-38(19-25)10-9-37-11-13-43-14-12-37/h5-8,15-19,21-22H,9-14,20H2,1-4H3,(H,35,40)/t22-/m1/s1
InChIKey 
HPDYVTZLTDMNLY-JOCHJYFZSA-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
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)