Ligand profile

CHEMBL3265239

Bioactivity hit from ChEMBL on a similar protein.

Bound to: HT085_RS00355 — isoleucine--tRNA ligase

Via homolog UniProt P00956 Formula C₁₈H₂₅N₅O₉S
Mol. weight 487.49 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3265239
UniProt (similar protein)
P00956
Target protein
HT085_RS00355

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 487.49 Da
LogP (Crippen) -0.69
H-bond donors 4
H-bond acceptors 12
TPSA 209.14 Ų
Rotatable bonds 9
Aromatic rings 2 / 3
Heavy atoms 33
Fraction sp³ C 0.56
Formula C₁₈H₂₅N₅O₉S

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 209.1
  • −1 ≤ LogP ≤ 5 -0.69
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 487.5
  • LogP ≤ 5 -0.69
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 209.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC[C@H](C)[C@H](N)C(=O)NS(=O)(=O)OC[C@H]1O[C@@H](n2cnc3c([N+](=O)[O-])cccc32)[C@H](O)[C@@H]1O
InChI 
InChI=1S/C18H25N5O9S/c1-3-9(2)13(19)17(26)21-33(29,30)31-7-12-15(24)16(25)18(32-12)22-8-20-14-10(22)5-4-6-11(14)23(27)28/h4-6,8-9,12-13,15-16,18,24-25H,3,7,19H2,1-2H3,(H,21,26)/t9-,12+,13-,15+,16+,18+/m0/s1
InChIKey 
UPTNGEDQDKTQSQ-UIZFPBIJSA-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
Active
Curation
pdb_similarity_tanimoto
Binding sites
PF00133

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to HT085_RS00355.

PDB 1

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

Ligand PDB entry

ChEMBL 33

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)