Ligand profile

CHEMBL1275891

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00051 — DNA gyrase subunit B

Via homolog UniProt P0AES6 Formula C₃₃H₃₃ClN₂O₁₂
pchembl 7.37 ~42.7 nM
Mol. weight 685.08 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1275891
UniProt (similar protein)
P0AES6
pchembl
7.370 (~42.7 nM)
Target protein
KP13_00051

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 685.08 Da
LogP (Crippen) 4.27
H-bond donors 5
H-bond acceptors 12
TPSA 199.01 Ų
Rotatable bonds 9
Aromatic rings 4 / 5
Heavy atoms 48
Fraction sp³ C 0.30
Formula C₃₃H₃₃ClN₂O₁₂

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 199.0
  • −1 ≤ LogP ≤ 5 4.27
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 685.1
  • LogP ≤ 5 4.27
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 199.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1cc(/C=C/C(=O)Nc2c(O)c3ccc(O[C@@H]4OC(C)(C)[C@H](OC)[C@@H](OC(=O)c5ccc(C)[nH]5)[C@H]4O)c(Cl)c3oc2=O)ccc1O
InChI 
InChI=1S/C33H33ClN2O12/c1-15-6-10-18(35-15)30(41)47-28-26(40)32(48-33(2,3)29(28)44-5)45-20-12-9-17-25(39)24(31(42)46-27(17)23(20)34)36-22(38)13-8-16-7-11-19(37)21(14-16)43-4/h6-14,26,28-29,32,35,37,39-40H,1-5H3,(H,36,38)/b13-8+/t26-,28+,29-,32-/m1/s1
InChIKey 
NTHCLQNRAKGDET-NQRCANERSA-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)