Ligand profile

CHEMBL4640907

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2602 — ribosomal-protein-alanine acetyltransferase

Via homolog UniProt Q9GZZ1 Formula C₂₃H₂₄N₈O₄S
pchembl 6.00 ~1.0 µM
Mol. weight 508.56 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4640907
UniProt (similar protein)
Q9GZZ1
pchembl
6.000 (~1.0 µM)
Target protein
VK055_2602

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 508.56 Da
LogP (Crippen) 1.25
H-bond donors 3
H-bond acceptors 8
TPSA 153.28 Ų
Rotatable bonds 5
Aromatic rings 3 / 5
Heavy atoms 36
Fraction sp³ C 0.35
Formula C₂₃H₂₄N₈O₄S

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 153.3
  • −1 ≤ LogP ≤ 5 1.25
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 508.6
  • LogP ≤ 5 1.25
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 153.3
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(-c3nnc[nH]3)cc2)n1
InChI 
InChI=1S/C23H24N8O4S/c1-12-10-36-21(26-12)17-7-15(27-20(33)16-8-18(32)30(2)23(35)28-16)9-31(17)22(34)14-5-3-13(4-6-14)19-24-11-25-29-19/h3-6,10-11,15-17H,7-9H2,1-2H3,(H,27,33)(H,28,35)(H,24,25,29)/t15-,16-,17-/m0/s1
InChIKey 
PRSRROAZUCNMNS-ULQDDVLXSA-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)