Ligand profile

CHEMBL4553017

Bioactivity hit from ChEMBL on a similar protein.

Bound to: HT085_RS00355 — isoleucine--tRNA ligase

Via homolog UniProt P00956 Formula C₁₇H₂₇N₇O₆S
pchembl 8.92 ~1.2 nM
Mol. weight 457.51 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4553017
UniProt (similar protein)
P00956
pchembl
8.920 (~1.2 nM)
Target protein
HT085_RS00355

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 457.51 Da
LogP (Crippen) -1.76
H-bond donors 5
H-bond acceptors 12
TPSA 208.57 Ų
Rotatable bonds 8
Aromatic rings 2 / 3
Heavy atoms 31
Fraction sp³ C 0.65
Formula C₁₇H₂₇N₇O₆S

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 208.6
  • −1 ≤ LogP ≤ 5 -1.76
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 457.5
  • LogP ≤ 5 -1.76
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 208.6
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)CC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O
InChI 
InChI=1S/C17H27N7O6S/c1-3-8(2)10(18)16(27)23-31(28,29)5-4-9-12(25)13(26)17(30-9)24-7-22-11-14(19)20-6-21-15(11)24/h6-10,12-13,17,25-26H,3-5,18H2,1-2H3,(H,23,27)(H2,19,20,21)/t8-,9+,10-,12+,13+,17+/m0/s1
InChIKey 
DFAXVSYNMKPCPJ-KRZCGNOHSA-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
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)