Ligand profile

CHEMBL4436074

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 C₂₀H₂₅F₆N₃O₄S
pchembl 7.00 ~100.0 nM
Mol. weight 517.49 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4436074
UniProt (similar protein)
Q9BV23
pchembl
7.000 (~100.0 nM)
Target protein
KP13_00976

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 517.49 Da
LogP (Crippen) 3.44
H-bond donors 0
H-bond acceptors 6
TPSA 70.16 Ų
Rotatable bonds 5
Aromatic rings 1 / 3
Heavy atoms 34
Fraction sp³ C 0.65
Formula C₂₀H₂₅F₆N₃O₄S

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 70.2
  • −1 ≤ LogP ≤ 5 3.44
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 517.5
  • LogP ≤ 5 3.44
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 70.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CS(=O)(=O)c1ccc(CN2CCN(C(=O)OC(C(F)(F)F)C(F)(F)F)CC2)c(N2CCCC2)c1
InChI 
InChI=1S/C20H25F6N3O4S/c1-34(31,32)15-5-4-14(16(12-15)28-6-2-3-7-28)13-27-8-10-29(11-9-27)18(30)33-17(19(21,22)23)20(24,25)26/h4-5,12,17H,2-3,6-11,13H2,1H3
InChIKey 
SPTBSRXDWQDJKA-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
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)