Ligand profile

CHEMBL3664424

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_31498 — Deoxyuridine 5'-triphosphate nucleotidohydrolase

Via homolog UniProt P33316 Formula C₂₃H₃₁N₃O₆S
pchembl 6.48 ~331.1 nM
Mol. weight 477.58 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3664424
UniProt (similar protein)
P33316
pchembl
6.480 (~331.1 nM)
Target protein
KP13_31498

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 477.58 Da
LogP (Crippen) 2.29
H-bond donors 2
H-bond acceptors 7
TPSA 119.49 Ų
Rotatable bonds 12
Aromatic rings 2 / 4
Heavy atoms 33
Fraction sp³ C 0.57
Formula C₂₃H₃₁N₃O₆S

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 2.29
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 477.6
  • LogP ≤ 5 2.29
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 7
Veber's rules Fail
  • Rotatable bonds ≤ 10 12
  • 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)N[C@@H](c2cccc(OC3CCCC3)c2)C2CC2)c(=O)[nH]1
InChI 
InChI=1S/C23H31N3O6S/c27-21-11-12-26(23(28)24-21)16-31-13-4-14-33(29,30)25-22(17-9-10-17)18-5-3-8-20(15-18)32-19-6-1-2-7-19/h3,5,8,11-12,15,17,19,22,25H,1-2,4,6-7,9-10,13-14,16H2,(H,24,27,28)/t22-/m1/s1
InChIKey 
GBGUESREKMPTPP-JOCHJYFZSA-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
219099
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)