Ligand profile

CHEMBL3664480

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_31498 — Deoxyuridine 5'-triphosphate nucleotidohydrolase

Via homolog UniProt P33316 Formula C₂₁H₂₈N₄O₅S
pchembl 6.57 ~269.2 nM
Mol. weight 448.55 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3664480
UniProt (similar protein)
P33316
pchembl
6.570 (~269.2 nM)
Target protein
KP13_31498

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 448.55 Da
LogP (Crippen) 1.07
H-bond donors 2
H-bond acceptors 6
TPSA 113.50 Ų
Rotatable bonds 9
Aromatic rings 2 / 4
Heavy atoms 31
Fraction sp³ C 0.52
Formula C₂₁H₂₈N₄O₅S

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 113.5
  • −1 ≤ LogP ≤ 5 1.07
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 448.5
  • LogP ≤ 5 1.07
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 113.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=c1ccn(CC2CCN(S(=O)(=O)NCc3cccc(OCC4CC4)c3)CC2)c(=O)[nH]1
InChI 
InChI=1S/C21H28N4O5S/c26-20-8-9-24(21(27)23-20)14-16-6-10-25(11-7-16)31(28,29)22-13-18-2-1-3-19(12-18)30-15-17-4-5-17/h1-3,8-9,12,16-17,22H,4-7,10-11,13-15H2,(H,23,26,27)
InChIKey 
FHDUDXCWDBYZKH-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
219159
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)