Ligand profile

CHEMBL1275844

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00051 — DNA gyrase subunit B

Via homolog UniProt P0AES6 Formula C₃₁H₃₁ClN₂O₁₀S
pchembl 7.70 ~20.0 nM
Mol. weight 659.11 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1275844
UniProt (similar protein)
P0AES6
pchembl
7.700 (~20.0 nM)
Target protein
KP13_00051

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 659.11 Da
LogP (Crippen) 4.88
H-bond donors 4
H-bond acceptors 11
TPSA 169.55 Ų
Rotatable bonds 8
Aromatic rings 4 / 5
Heavy atoms 45
Fraction sp³ C 0.32
Formula C₃₁H₃₁ClN₂O₁₀S

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 4.88
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 659.1
  • LogP ≤ 5 4.88
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 11
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)c4ccc(SC)cc4)c(=O)oc3c2Cl)OC1(C)C
InChI 
InChI=1S/C31H31ClN2O10S/c1-14-6-12-18(33-14)28(38)43-25-23(36)30(44-31(2,3)26(25)40-4)41-19-13-11-17-22(35)21(29(39)42-24(17)20(19)32)34-27(37)15-7-9-16(45-5)10-8-15/h6-13,23,25-26,30,33,35-36H,1-5H3,(H,34,37)/t23-,25+,26-,30-/m1/s1
InChIKey 
XOMHJPBHEZEXNM-CPPKFOPJSA-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)