Ligand profile

CHEMBL6015117

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 C₁₄H₁₃F₆NO₃
pchembl 7.26 ~55.0 nM
Mol. weight 357.25 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL6015117
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 357.25 Da
LogP (Crippen) 3.68
H-bond donors 0
H-bond acceptors 3
TPSA 38.77 Ų
Rotatable bonds 2
Aromatic rings 1 / 2
Heavy atoms 24
Fraction sp³ C 0.50
Formula C₁₄H₁₃F₆NO₃

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 38.8
  • −1 ≤ LogP ≤ 5 3.68
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 357.2
  • LogP ≤ 5 3.68
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 2
  • TPSA ≤ 140 Ų 38.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc2c(c1)CCN(C(=O)OC(C(F)(F)F)C(F)(F)F)C2
InChI 
InChI=1S/C14H13F6NO3/c1-23-10-3-2-9-7-21(5-4-8(9)6-10)12(22)24-11(13(15,16)17)14(18,19)20/h2-3,6,11H,4-5,7H2,1H3
InChIKey 
NBPUBBIHNUSKEK-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
906550
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)