Ligand profile

CHEMBL4208640

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_04211 — Seryl-tRNA synthetase

Via homolog UniProt P0A8L1 Formula C₁₄H₂₀N₆O₈S
pchembl 6.28 ~524.8 nM
Mol. weight 432.42 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4208640
UniProt (similar protein)
P0A8L1
pchembl
6.280 (~524.8 nM)
Target protein
KP13_04211

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 432.42 Da
LogP (Crippen) -3.67
H-bond donors 6
H-bond acceptors 13
TPSA 225.14 Ų
Rotatable bonds 7
Aromatic rings 2 / 3
Heavy atoms 29
Fraction sp³ C 0.50
Formula C₁₄H₂₀N₆O₈S

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 225.1
  • −1 ≤ LogP ≤ 5 -3.67
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 432.4
  • LogP ≤ 5 -3.67
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 13
Veber's rules Fail
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 225.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Nc1nccc2c1ncn2[C@@H]1O[C@H](COS(=O)(=O)NC(=O)[C@@H](N)CO)[C@@H](O)[C@H]1O
InChI 
InChI=1S/C14H20N6O8S/c15-6(3-21)13(24)19-29(25,26)27-4-8-10(22)11(23)14(28-8)20-5-18-9-7(20)1-2-17-12(9)16/h1-2,5-6,8,10-11,14,21-23H,3-4,15H2,(H2,16,17)(H,19,24)/t6-,8+,10+,11+,14+/m0/s1
InChIKey 
GBFDJURNSMVTTJ-SAFVGKOISA-N

Provenance

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

Method
LigQ sequence
Source
ChEMBL
Curation
pdb_similarity_tanimoto
Binding sites
PF00587

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_04211.

PDB 4

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

Ligand PDB entry

ChEMBL 3

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)