Ligand profile

CHEMBL130657

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00817 — Holo-[acyl-carrier-protein] synthase

Via homolog UniProt P96618 Formula C₂₀H₁₃F₄N₃O₅
pchembl 6.89 ~128.8 nM
Mol. weight 451.33 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL130657
UniProt (similar protein)
P96618
pchembl
6.890 (~128.8 nM)
Target protein
KP13_00817

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 451.33 Da
LogP (Crippen) 4.61
H-bond donors 3
H-bond acceptors 6
TPSA 125.02 Ų
Rotatable bonds 5
Aromatic rings 3 / 3
Heavy atoms 32
Fraction sp³ C 0.10
Formula C₂₀H₁₃F₄N₃O₅

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 125.0
  • −1 ≤ LogP ≤ 5 4.61
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 451.3
  • LogP ≤ 5 4.61
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 125.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(=O)Nc1ccc(/N=C/c2nc(-c3ccc(C(F)(F)F)c(F)c3)oc2O)c(C(=O)O)c1
InChI 
InChI=1S/C20H13F4N3O5/c1-9(28)26-11-3-5-15(12(7-11)18(29)30)25-8-16-19(31)32-17(27-16)10-2-4-13(14(21)6-10)20(22,23)24/h2-8,31H,1H3,(H,26,28)(H,29,30)/b25-8+
InChIKey 
IWGBHHQXQBSNHT-ZNLRHDTNSA-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
PF01648

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_00817.

PDB 4

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 3

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)