Ligand profile

CHEMBL1275846

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00051 — DNA gyrase subunit B

Via homolog UniProt P0AES6 Formula C₃₂H₃₁ClN₂O₁₀
pchembl 7.47 ~33.9 nM
Mol. weight 639.06 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1275846
UniProt (similar protein)
P0AES6
pchembl
7.470 (~33.9 nM)
Target protein
KP13_00051

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 639.06 Da
LogP (Crippen) 4.56
H-bond donors 4
H-bond acceptors 10
TPSA 169.55 Ų
Rotatable bonds 8
Aromatic rings 4 / 5
Heavy atoms 45
Fraction sp³ C 0.28
Formula C₃₂H₃₁ClN₂O₁₀

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 169.5
  • −1 ≤ LogP ≤ 5 4.56
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 639.1
  • LogP ≤ 5 4.56
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 169.5
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/c4ccccc4)c(=O)oc3c2Cl)OC1(C)C
InChI 
InChI=1S/C32H31ClN2O10/c1-16-10-13-19(34-16)29(39)44-27-25(38)31(45-32(2,3)28(27)41-4)42-20-14-12-18-24(37)23(30(40)43-26(18)22(20)33)35-21(36)15-11-17-8-6-5-7-9-17/h5-15,25,27-28,31,34,37-38H,1-4H3,(H,35,36)/b15-11+/t25-,27+,28-,31-/m1/s1
InChIKey 
YRPQLLNDNYAISI-SNVNZYQNSA-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)