Ligand profile

CHEMBL5661910

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_15122 — Arabinose-proton symporter

Via homolog UniProt P11166 Formula C₂₄H₁₅F₅N₆O₂
pchembl 8.70 ~2.0 nM
Mol. weight 514.41 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5661910
UniProt (similar protein)
P11166
pchembl
8.700 (~2.0 nM)
Target protein
KP13_15122

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 514.41 Da
LogP (Crippen) 4.31
H-bond donors 2
H-bond acceptors 6
TPSA 126.69 Ų
Rotatable bonds 5
Aromatic rings 4 / 4
Heavy atoms 37
Fraction sp³ C 0.12
Formula C₂₄H₁₅F₅N₆O₂

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 126.7
  • −1 ≤ LogP ≤ 5 4.31
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 514.4
  • LogP ≤ 5 4.31
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 126.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1c(NC(=O)c2cc(C(N)=O)nc3cc(F)c(F)cc23)c(C(F)(F)F)nn1Cc1ccc(C#N)cc1
InChI 
InChI=1S/C24H15F5N6O2/c1-11-20(21(24(27,28)29)34-35(11)10-13-4-2-12(9-30)3-5-13)33-23(37)15-7-19(22(31)36)32-18-8-17(26)16(25)6-14(15)18/h2-8H,10H2,1H3,(H2,31,36)(H,33,37)
InChIKey 
FVCHETZUBCPYNZ-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)