Ligand profile

CHEMBL3664412

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_31498 — Deoxyuridine 5'-triphosphate nucleotidohydrolase

Via homolog UniProt P33316 Formula C₂₂H₂₉N₃O₆S
pchembl 6.44 ~363.1 nM
Mol. weight 463.56 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3664412
UniProt (similar protein)
P33316
pchembl
6.440 (~363.1 nM)
Target protein
KP13_31498

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 463.56 Da
LogP (Crippen) 1.76
H-bond donors 2
H-bond acceptors 7
TPSA 119.49 Ų
Rotatable bonds 13
Aromatic rings 2 / 4
Heavy atoms 32
Fraction sp³ C 0.55
Formula C₂₂H₂₉N₃O₆S

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 119.5
  • −1 ≤ LogP ≤ 5 1.76
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 463.6
  • LogP ≤ 5 1.76
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 7
Veber's rules Fail
  • Rotatable bonds ≤ 10 13
  • TPSA ≤ 140 Ų 119.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=c1ccn(COCCCS(=O)(=O)NC(c2cccc(OCC3CC3)c2)C2CC2)c(=O)[nH]1
InChI 
InChI=1S/C22H29N3O6S/c26-20-9-10-25(22(27)23-20)15-30-11-2-12-32(28,29)24-21(17-7-8-17)18-3-1-4-19(13-18)31-14-16-5-6-16/h1,3-4,9-10,13,16-17,21,24H,2,5-8,11-12,14-15H2,(H,23,26,27)
InChIKey 
GZROAVHXTHKNOB-UHFFFAOYSA-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
219087
Binding sites
PF00692

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_31498.

PDB 1

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)