Ligand profile

CHEMBL4642700

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2602 — ribosomal-protein-alanine acetyltransferase

Via homolog UniProt Q9GZZ1 Formula C₂₂H₂₃N₉O₄S
pchembl 7.89 ~12.9 nM
Mol. weight 509.55 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4642700
UniProt (similar protein)
Q9GZZ1
pchembl
7.890 (~12.9 nM)
Target protein
VK055_2602

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 509.55 Da
LogP (Crippen) 0.64
H-bond donors 3
H-bond acceptors 9
TPSA 166.17 Ų
Rotatable bonds 5
Aromatic rings 3 / 5
Heavy atoms 36
Fraction sp³ C 0.36
Formula C₂₂H₂₃N₉O₄S

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 166.2
  • −1 ≤ LogP ≤ 5 0.64
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 509.6
  • LogP ≤ 5 0.64
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 166.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1csc([C@@H]2C[C@H](NC(=O)[C@@H]3CC(=O)N(C)C(=O)N3)CN2C(=O)c2ccc(-c3nn[nH]n3)cc2)n1
InChI 
InChI=1S/C22H23N9O4S/c1-11-10-36-20(23-11)16-7-14(24-19(33)15-8-17(32)30(2)22(35)25-15)9-31(16)21(34)13-5-3-12(4-6-13)18-26-28-29-27-18/h3-6,10,14-16H,7-9H2,1-2H3,(H,24,33)(H,25,35)(H,26,27,28,29)/t14-,15-,16-/m0/s1
InChIKey 
ITEBMECTJBUSKN-JYJNAYRXSA-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
Binding sites
PF00583

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_2602.

PDB 6

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

Ligand PDB entry

ChEMBL 9

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)