Ligand profile

CHEMBL5851382

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 C₁₇H₁₄F₉NO₄
pchembl 7.26 ~55.0 nM
Mol. weight 467.28 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5851382
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 467.28 Da
LogP (Crippen) 5.06
H-bond donors 0
H-bond acceptors 4
TPSA 48.00 Ų
Rotatable bonds 4
Aromatic rings 1 / 3
Heavy atoms 31
Fraction sp³ C 0.59
Formula C₁₇H₁₄F₉NO₄

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 48.0
  • −1 ≤ LogP ≤ 5 5.06
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 467.3
  • LogP ≤ 5 5.06
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 48.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(OC(C(F)(F)F)C(F)(F)F)N1CC2(CC(Oc3cccc(OC(F)(F)F)c3)C2)C1
InChI 
InChI=1S/C17H14F9NO4/c18-15(19,20)12(16(21,22)23)30-13(28)27-7-14(8-27)5-11(6-14)29-9-2-1-3-10(4-9)31-17(24,25)26/h1-4,11-12H,5-8H2
InChIKey 
HQYWEWCBSUGRQV-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
906639
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)