Ligand profile

CHEMBL5661850

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_15122 — Arabinose-proton symporter

Via homolog UniProt P11166 Formula C₂₄H₁₆F₇N₅O₂
pchembl 8.05 ~8.9 nM
Mol. weight 539.41 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5661850
UniProt (similar protein)
P11166
pchembl
8.050 (~8.9 nM)
Target protein
KP13_15122

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 539.41 Da
LogP (Crippen) 5.32
H-bond donors 2
H-bond acceptors 5
TPSA 102.90 Ų
Rotatable bonds 5
Aromatic rings 4 / 4
Heavy atoms 38
Fraction sp³ C 0.17
Formula C₂₄H₁₆F₇N₅O₂

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 102.9
  • −1 ≤ LogP ≤ 5 5.32
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 539.4
  • LogP ≤ 5 5.32
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 102.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1c(NC(=O)c2cc(C(N)=O)nc3cc(F)ccc23)c(C(F)(F)F)nn1Cc1ccc(C(F)(F)F)cc1
InChI 
InChI=1S/C24H16F7N5O2/c1-11-19(34-22(38)16-9-18(21(32)37)33-17-8-14(25)6-7-15(16)17)20(24(29,30)31)35-36(11)10-12-2-4-13(5-3-12)23(26,27)28/h2-9H,10H2,1H3,(H2,32,37)(H,34,38)
InChIKey 
SJHQCCAIPHHSPI-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
PF00083

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_15122.

PDB 4

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)