Ligand profile

CHEMBL1275886

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00051 — DNA gyrase subunit B

Via homolog UniProt P0AES6 Formula C₃₂H₃₀Cl₂N₂O₁₁
pchembl 7.50 ~31.6 nM
Mol. weight 689.50 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1275886
UniProt (similar protein)
P0AES6
pchembl
7.500 (~31.6 nM)
Target protein
KP13_00051

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 689.50 Da
LogP (Crippen) 4.91
H-bond donors 5
H-bond acceptors 11
TPSA 189.78 Ų
Rotatable bonds 8
Aromatic rings 4 / 5
Heavy atoms 47
Fraction sp³ C 0.28
Formula C₃₂H₃₀Cl₂N₂O₁₁

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 189.8
  • −1 ≤ LogP ≤ 5 4.91
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 689.5
  • LogP ≤ 5 4.91
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 189.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CO[C@@H]1[C@@H](OC(=O)c2ccc(C)[nH]2)[C@@H](O)[C@H](Oc2ccc3c(O)c(NC(=O)/C=C/c4ccc(O)c(Cl)c4)c(=O)oc3c2Cl)OC1(C)C
InChI 
InChI=1S/C32H30Cl2N2O11/c1-14-5-9-18(35-14)29(41)46-27-25(40)31(47-32(2,3)28(27)43-4)44-20-11-8-16-24(39)23(30(42)45-26(16)22(20)34)36-21(38)12-7-15-6-10-19(37)17(33)13-15/h5-13,25,27-28,31,35,37,39-40H,1-4H3,(H,36,38)/b12-7+/t25-,27+,28-,31-/m1/s1
InChIKey 
PXYJHQPQHPIFEE-RGOARWCYSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ sequence
Source
ChEMBL
Curation
pdb_similarity_tanimoto
Binding sites
PF02518

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_00051.

PDB 88

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)