Ligand profile

CHEMBL5661895

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_15122 — Arabinose-proton symporter

Via homolog UniProt P11166 Formula C₂₁H₁₃F₄N₇O₂S
pchembl 7.17 ~67.6 nM
Mol. weight 503.44 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5661895
UniProt (similar protein)
P11166
pchembl
7.170 (~67.6 nM)
Target protein
KP13_15122

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 503.44 Da
LogP (Crippen) 3.63
H-bond donors 2
H-bond acceptors 8
TPSA 139.58 Ų
Rotatable bonds 5
Aromatic rings 4 / 4
Heavy atoms 35
Fraction sp³ C 0.14
Formula C₂₁H₁₃F₄N₇O₂S

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 3.63
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 503.4
  • LogP ≤ 5 3.63
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 8
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)nn1Cc1nc(C#N)cs1
InChI 
InChI=1S/C21H13F4N7O2S/c1-9-17(18(21(23,24)25)31-32(9)7-16-28-11(6-26)8-35-16)30-20(34)13-5-15(19(27)33)29-14-4-10(22)2-3-12(13)14/h2-5,8H,7H2,1H3,(H2,27,33)(H,30,34)
InChIKey 
SWCCZOSIVDUGIB-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)