Ligand profile

CHEMBL5950082

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00976 — 2-succinyl-6-hydroxy-2, 4-cyclohexadiene-1-carboxylate synthase

Via homolog UniProt Q9BV23 Formula C₁₈H₁₈F₆N₂O₅
pchembl 7.26 ~55.0 nM
Mol. weight 456.34 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5950082
UniProt (similar protein)
Q9BV23
pchembl
7.260 (~55.0 nM)
Target protein
KP13_00976

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 456.34 Da
LogP (Crippen) 2.87
H-bond donors 0
H-bond acceptors 5
TPSA 68.31 Ų
Rotatable bonds 4
Aromatic rings 1 / 3
Heavy atoms 31
Fraction sp³ C 0.56
Formula C₁₈H₁₈F₆N₂O₅

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 68.3
  • −1 ≤ LogP ≤ 5 2.87
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 456.3
  • LogP ≤ 5 2.87
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 68.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(COc1ccc2c(c1)CN(C(=O)OC(C(F)(F)F)C(F)(F)F)C2)N1CCOCC1
InChI 
InChI=1S/C18H18F6N2O5/c19-17(20,21)15(18(22,23)24)31-16(28)26-8-11-1-2-13(7-12(11)9-26)30-10-14(27)25-3-5-29-6-4-25/h1-2,7,15H,3-6,8-10H2
InChIKey 
MKSPESBXBCZQHC-UHFFFAOYSA-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
906626
Binding sites
PF00561

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_00976.

PDB 2

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)