Ligand profile

CHEMBL5661927

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_15122 — Arabinose-proton symporter

Via homolog UniProt P11166 Formula C₂₇H₂₀F₄N₆O₂
pchembl 7.09 ~81.3 nM
Mol. weight 536.49 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5661927
UniProt (similar protein)
P11166
pchembl
7.090 (~81.3 nM)
Target protein
KP13_15122

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 536.49 Da
LogP (Crippen) 4.92
H-bond donors 1
H-bond acceptors 6
TPSA 103.91 Ų
Rotatable bonds 5
Aromatic rings 4 / 5
Heavy atoms 39
Fraction sp³ C 0.22
Formula C₂₇H₂₀F₄N₆O₂

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 103.9
  • −1 ≤ LogP ≤ 5 4.92
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 536.5
  • LogP ≤ 5 4.92
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 103.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1c(NC(=O)c2cc(C(=O)N3CCC3)nc3cc(F)ccc23)c(C(F)(F)F)nn1Cc1ccc(C#N)cc1
InChI 
InChI=1S/C27H20F4N6O2/c1-15-23(24(27(29,30)31)35-37(15)14-17-5-3-16(13-32)4-6-17)34-25(38)20-12-22(26(39)36-9-2-10-36)33-21-11-18(28)7-8-19(20)21/h3-8,11-12H,2,9-10,14H2,1H3,(H,34,38)
InChIKey 
PAYQBPGKAGSZCQ-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)