Ligand profile

CHEMBL5661890

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_15122 — Arabinose-proton symporter

Via homolog UniProt P11166 Formula C₂₃H₁₅F₄N₇O₂
pchembl 7.50 ~31.6 nM
Mol. weight 497.41 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5661890
UniProt (similar protein)
P11166
pchembl
7.500 (~31.6 nM)
Target protein
KP13_15122

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 497.41 Da
LogP (Crippen) 3.56
H-bond donors 2
H-bond acceptors 7
TPSA 139.58 Ų
Rotatable bonds 5
Aromatic rings 4 / 4
Heavy atoms 36
Fraction sp³ C 0.13
Formula C₂₃H₁₅F₄N₇O₂

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 139.6
  • −1 ≤ LogP ≤ 5 3.56
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 497.4
  • LogP ≤ 5 3.56
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 139.6
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#N)nc1
InChI 
InChI=1S/C23H15F4N7O2/c1-11-19(20(23(25,26)27)33-34(11)10-12-2-4-14(8-28)30-9-12)32-22(36)16-7-18(21(29)35)31-17-6-13(24)3-5-15(16)17/h2-7,9H,10H2,1H3,(H2,29,35)(H,32,36)
InChIKey 
DIUBJJWEUNXJGN-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)