Ligand profile

CHEMBL1583627

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00118 — Drug resistance transporter, Bcr/CflA subfamily protein

Via homolog UniProt P28873 Formula C₂₈H₂₃FN₂O₄S
Mol. weight 502.57 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1583627
UniProt (similar protein)
P28873
Target protein
KP13_00118

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 502.57 Da
LogP (Crippen) 5.10
H-bond donors 0
H-bond acceptors 6
TPSA 68.20 Ų
Rotatable bonds 3
Aromatic rings 3 / 6
Heavy atoms 36
Fraction sp³ C 0.25
Formula C₂₈H₂₃FN₂O₄S

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 68.2
  • −1 ≤ LogP ≤ 5 5.10
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 502.6
  • LogP ≤ 5 5.10
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 68.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(/C=C/c1cccs1)N1CCC2(CC1)Oc1ccc(F)cc1C(=O)C21CC(c2ccccc2)=NO1
InChI 
InChI=1S/C28H23FN2O4S/c29-20-8-10-24-22(17-20)26(33)28(18-23(30-35-28)19-5-2-1-3-6-19)27(34-24)12-14-31(15-13-27)25(32)11-9-21-7-4-16-36-21/h1-11,16-17H,12-15,18H2/b11-9+
InChIKey 
SGKCSAOWFCPJNK-PKNBQFBNSA-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
Activity
active
Binding sites
PF07690

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_00118.

PDB 4

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 48

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)