Ligand profile

CHEMBL1275887

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00051 — DNA gyrase subunit B

Via homolog UniProt P0AES6 Formula C₃₂H₃₅N₃O₁₀
pchembl 7.36 ~43.7 nM
Mol. weight 621.64 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1275887
UniProt (similar protein)
P0AES6
pchembl
7.360 (~43.7 nM)
Target protein
KP13_00051

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 621.64 Da
LogP (Crippen) 3.70
H-bond donors 5
H-bond acceptors 11
TPSA 195.57 Ų
Rotatable bonds 7
Aromatic rings 4 / 5
Heavy atoms 45
Fraction sp³ C 0.34
Formula C₃₂H₃₅N₃O₁₀

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 195.6
  • −1 ≤ LogP ≤ 5 3.70
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 621.6
  • LogP ≤ 5 3.70
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 195.6
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)c4ccc(N)c(C)c4)c(=O)oc3c2C)OC1(C)C
InChI 
InChI=1S/C32H35N3O10/c1-14-13-17(8-10-19(14)33)28(38)35-22-23(36)18-9-12-21(16(3)25(18)43-30(22)40)42-31-24(37)26(27(41-6)32(4,5)45-31)44-29(39)20-11-7-15(2)34-20/h7-13,24,26-27,31,34,36-37H,33H2,1-6H3,(H,35,38)/t24-,26+,27-,31-/m1/s1
InChIKey 
AVLLVHYTYQSKBF-PPOHMGSZSA-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)