Ligand profile

CHEMBL3314588

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00051 — DNA gyrase subunit B

Via homolog UniProt P0A0K8 Formula C₂₇H₃₅Cl₂N₉O₄S
pchembl 8.92 ~1.2 nM
Mol. weight 652.61 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3314588
UniProt (similar protein)
P0A0K8
pchembl
8.920 (~1.2 nM)
Target protein
KP13_00051

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 652.61 Da
LogP (Crippen) 2.92
H-bond donors 4
H-bond acceptors 11
TPSA 151.84 Ų
Rotatable bonds 10
Aromatic rings 3 / 5
Heavy atoms 43
Fraction sp³ C 0.52
Formula C₂₇H₃₅Cl₂N₉O₄S

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 151.8
  • −1 ≤ LogP ≤ 5 2.92
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 652.6
  • LogP ≤ 5 2.92
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 151.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CO[C@H]1CN(c2nc(-c3cncc(NCCN4CCN(C)CC4)n3)c(C(=O)O)s2)CC[C@H]1NC(=O)c1[nH]c(C)c(Cl)c1Cl
InChI 
InChI=1S/C27H35Cl2N9O4S/c1-15-20(28)21(29)23(32-15)25(39)34-16-4-6-38(14-18(16)42-3)27-35-22(24(43-27)26(40)41)17-12-30-13-19(33-17)31-5-7-37-10-8-36(2)9-11-37/h12-13,16,18,32H,4-11,14H2,1-3H3,(H,31,33)(H,34,39)(H,40,41)/t16-,18+/m1/s1
InChIKey 
OZKUQOZGHQRJHO-AEFFLSMTSA-N

Provenance

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

Method
LigQ nearest_k
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)