Ligand profile

CHEMBL4643187

Bioactivity hit from ChEMBL on a similar protein.

Bound to: HT085_RS00355 — isoleucine--tRNA ligase

Via homolog UniProt P00956 Formula C₂₁H₃₂N₆O₇S
Mol. weight 512.59 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4643187
UniProt (similar protein)
P00956
Target protein
HT085_RS00355

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 512.59 Da
LogP (Crippen) -0.78
H-bond donors 4
H-bond acceptors 12
TPSA 191.78 Ų
Rotatable bonds 11
Aromatic rings 2 / 3
Heavy atoms 35
Fraction sp³ C 0.62
Formula C₂₁H₃₂N₆O₇S

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 191.8
  • −1 ≤ LogP ≤ 5 -0.78
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 512.6
  • LogP ≤ 5 -0.78
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 191.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCC(C)[C@H](N)C(=O)NS(=O)(=O)OC[C@H]1OC[C@@H](CCn2nnc(-c3ccccc3)n2)[C@H](O)[C@@H]1O
InChI 
InChI=1S/C21H32N6O7S/c1-3-13(2)17(22)21(30)25-35(31,32)34-12-16-19(29)18(28)15(11-33-16)9-10-27-24-20(23-26-27)14-7-5-4-6-8-14/h4-8,13,15-19,28-29H,3,9-12,22H2,1-2H3,(H,25,30)/t13?,15-,16-,17+,18+,19-/m1/s1
InChIKey 
QXZWMLMZDQAXPW-RUNXHEPMSA-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)