Ligand profile

CHEMBL3702487

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02784 — DNA topoisomerase 4 subunit A

Via homolog UniProt P0AES4 Formula C₂₂H₂₂ClN₅O₇
pchembl 6.68 ~208.9 nM
Mol. weight 503.90 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3702487
UniProt (similar protein)
P0AES4
pchembl
6.680 (~208.9 nM)
Target protein
KP13_02784

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 503.90 Da
LogP (Crippen) 1.72
H-bond donors 2
H-bond acceptors 9
TPSA 143.31 Ų
Rotatable bonds 1
Aromatic rings 2 / 6
Heavy atoms 35
Fraction sp³ C 0.50
Formula C₂₂H₂₂ClN₅O₇

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 143.3
  • −1 ≤ LogP ≤ 5 1.72
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 503.9
  • LogP ≤ 5 1.72
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 1
  • TPSA ≤ 140 Ų 143.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[C@@H]1CN(c2noc3c(Cl)c4c(cc23)CC2(C(=O)NC(=O)NC2=O)[C@H]2[C@H](C)O[C@H](C)CN42)C(=O)O1
InChI 
InChI=1S/C22H22ClN5O7/c1-8-6-27-14-11(5-22(16(27)10(3)33-8)18(29)24-20(31)25-19(22)30)4-12-15(13(14)23)35-26-17(12)28-7-9(2)34-21(28)32/h4,8-10,16H,5-7H2,1-3H3,(H2,24,25,29,30,31)/t8-,9-,10+,16-/m1/s1
InChIKey 
BUYMLYZCNBXEJH-SJBBUJNXSA-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
Activity
273679.0
Curation
pdb_similarity_tanimoto
Binding sites
PF00521

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_02784.

PDB 23

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 14

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)