Ligand profile

CHEMBL2047126

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_07673 — Tetracycline resistance protein, TetB

Via homolog UniProt Q16572 Formula C₂₅H₂₉FN₂O₇S
pchembl 7.94 ~11.5 nM
Mol. weight 520.58 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL2047126
UniProt (similar protein)
Q16572
pchembl
7.940 (~11.5 nM)
Target protein
KP13_07673

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 520.58 Da
LogP (Crippen) 2.52
H-bond donors 3
H-bond acceptors 7
TPSA 135.45 Ų
Rotatable bonds 4
Aromatic rings 2 / 4
Heavy atoms 36
Fraction sp³ C 0.44
Formula C₂₅H₂₉FN₂O₇S

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 135.5
  • −1 ≤ LogP ≤ 5 2.52
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 520.6
  • LogP ≤ 5 2.52
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 135.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1ccsc1C(=O)N1CC[C@@H](O)[C@H](N2CCC(C(=O)c3ccc(F)cc3)CC2)C1.O=C(O)C(=O)O
InChI 
InChI=1S/C23H27FN2O3S.C2H2O4/c1-15-9-13-30-22(15)23(29)26-12-8-20(27)19(14-26)25-10-6-17(7-11-25)21(28)16-2-4-18(24)5-3-16;3-1(4)2(5)6/h2-5,9,13,17,19-20,27H,6-8,10-12,14H2,1H3;(H,3,4)(H,5,6)/t19-,20-;/m1./s1
InChIKey 
BEKFPTUJBPPAPD-GZJHNZOKSA-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
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_07673.

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)