Ligand profile

CHEMBL4644527

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2602 — ribosomal-protein-alanine acetyltransferase

Via homolog UniProt Q9GZZ1 Formula C₂₃H₂₆N₁₀O₄S
pchembl 7.06 ~87.1 nM
Mol. weight 538.59 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4644527
UniProt (similar protein)
Q9GZZ1
pchembl
7.060 (~87.1 nM)
Target protein
VK055_2602

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 538.59 Da
LogP (Crippen) 0.05
H-bond donors 4
H-bond acceptors 10
TPSA 178.20 Ų
Rotatable bonds 7
Aromatic rings 3 / 5
Heavy atoms 38
Fraction sp³ C 0.39
Formula C₂₃H₂₆N₁₀O₄S

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 178.2
  • −1 ≤ LogP ≤ 5 0.05
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 538.6
  • LogP ≤ 5 0.05
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 178.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CNC(=O)c1csc([C@@H]2C[C@H](NC(=O)[C@@H]3CC(=O)N(C)C(=O)N3)CN2Cc2ccc(-c3nn[nH]n3)cc2)n1
InChI 
InChI=1S/C23H26N10O4S/c1-24-20(35)16-11-38-22(26-16)17-7-14(25-21(36)15-8-18(34)32(2)23(37)27-15)10-33(17)9-12-3-5-13(6-4-12)19-28-30-31-29-19/h3-6,11,14-15,17H,7-10H2,1-2H3,(H,24,35)(H,25,36)(H,27,37)(H,28,29,30,31)/t14-,15-,17-/m0/s1
InChIKey 
UMHULMQXOOEBBZ-ZOBUZTSGSA-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)