Ligand profile

CHEMBL3921538

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 C₂₈H₂₅F₃N₄O₃
pchembl 6.70 ~199.5 nM
Mol. weight 522.53 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3921538
UniProt (similar protein)
Q9BV23
pchembl
6.700 (~199.5 nM)
Target protein
KP13_00976

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 522.53 Da
LogP (Crippen) 4.88
H-bond donors 1
H-bond acceptors 6
TPSA 80.48 Ų
Rotatable bonds 6
Aromatic rings 4 / 5
Heavy atoms 38
Fraction sp³ C 0.25
Formula C₂₈H₂₅F₃N₄O₃

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 80.5
  • −1 ≤ LogP ≤ 5 4.88
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 522.5
  • LogP ≤ 5 4.88
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 80.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(N1CCCCC1COc1ccc(F)cc1)n1ncc(C(O)(c2ccc(F)cc2)c2ccc(F)cc2)n1
InChI 
InChI=1S/C28H25F3N4O3/c29-21-8-4-19(5-9-21)28(37,20-6-10-22(30)11-7-20)26-17-32-35(33-26)27(36)34-16-2-1-3-24(34)18-38-25-14-12-23(31)13-15-25/h4-15,17,24,37H,1-3,16,18H2
InChIKey 
TYWPSEDNHFUTRT-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)