Ligand profile

CHEMBL5176566

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0276 — threonine--tRNA ligase

Via homolog UniProt A0A3F3IEK2 Formula C₃₀H₂₉BrClN₇O₄
pchembl 6.71 ~195.0 nM
Mol. weight 666.96 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5176566
UniProt (similar protein)
A0A3F3IEK2
pchembl
6.710 (~195.0 nM)
Target protein
VK055_0276

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 666.96 Da
LogP (Crippen) 3.43
H-bond donors 5
H-bond acceptors 8
TPSA 168.02 Ų
Rotatable bonds 10
Aromatic rings 5 / 5
Heavy atoms 43
Fraction sp³ C 0.23
Formula C₃₀H₂₉BrClN₇O₄

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 168.0
  • −1 ≤ LogP ≤ 5 3.43
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 667.0
  • LogP ≤ 5 3.43
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 168.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[C@@H](O)[C@H](N)C(=O)N[C@@H](CNC(=O)CCn1cnc2cc(Br)c(Cl)cc2c1=O)c1cccc(-c2ccc3[nH]ncc3c2)c1
InChI 
InChI=1S/C30H29BrClN7O4/c1-16(40)28(33)29(42)37-26(19-4-2-3-17(9-19)18-5-6-24-20(10-18)13-36-38-24)14-34-27(41)7-8-39-15-35-25-12-22(31)23(32)11-21(25)30(39)43/h2-6,9-13,15-16,26,28,40H,7-8,14,33H2,1H3,(H,34,41)(H,36,38)(H,37,42)/t16-,26+,28+/m1/s1
InChIKey 
PCPKMNYYNQOYDA-RKQBMHSKSA-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 VK055_0276.

PDB 12

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

Ligand PDB entry

ChEMBL 27

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)