Ligand profile

CHEMBL5901346

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 C₁₃H₁₃BrF₃NO₃
pchembl 7.26 ~55.0 nM
Mol. weight 368.15 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5901346
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 368.15 Da
LogP (Crippen) 2.87
H-bond donors 1
H-bond acceptors 3
TPSA 49.77 Ų
Rotatable bonds 2
Aromatic rings 1 / 2
Heavy atoms 21
Fraction sp³ C 0.46
Formula C₁₃H₁₃BrF₃NO₃

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 49.8
  • −1 ≤ LogP ≤ 5 2.87
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 368.1
  • LogP ≤ 5 2.87
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 2
  • TPSA ≤ 140 Ų 49.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(O[C@H](CO)C(F)(F)F)N1CCc2c(Br)cccc2C1
InChI 
InChI=1S/C13H13BrF3NO3/c14-10-3-1-2-8-6-18(5-4-9(8)10)12(20)21-11(7-19)13(15,16)17/h1-3,11,19H,4-7H2/t11-/m1/s1
InChIKey 
NRFAEYWXDBVJGR-LLVKDONJSA-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
906595
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)