Ligand profile

CHEMBL4756381

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00494 — 60 kDa chaperonin

Via homolog UniProt P10809 Formula C₂₆H₂₇N₃O₆
Mol. weight 477.52 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4756381
UniProt (similar protein)
P10809
Target protein
KP13_00494

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 477.52 Da
LogP (Crippen) 4.10
H-bond donors 1
H-bond acceptors 8
TPSA 119.55 Ų
Rotatable bonds 9
Aromatic rings 2 / 4
Heavy atoms 35
Fraction sp³ C 0.42
Formula C₂₆H₂₇N₃O₆

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 119.6
  • −1 ≤ LogP ≤ 5 4.10
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 477.5
  • LogP ≤ 5 4.10
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 119.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C#CCCC1(CCOc2cc3c(cc2C(=O)OC)-c2cc(=O)c(C(=O)O)cn2[C@H](C(C)C)C3)N=N1
InChI 
InChI=1S/C26H27N3O6/c1-5-6-7-26(27-28-26)8-9-35-23-11-16-10-20(15(2)3)29-14-19(24(31)32)22(30)13-21(29)17(16)12-18(23)25(33)34-4/h1,11-15,20H,6-10H2,2-4H3,(H,31,32)/t20-/m0/s1
InChIKey 
SESLHTLSTWKYKA-FQEVSTJZSA-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
Active
Binding sites
PF00118

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_00494.

PDB 4

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 4

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)