Ligand profile

CHEMBL3329563

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2464 — guanosine monophosphate reductase

Via homolog UniProt A0A6L8P2U9 Formula C₂₄H₃₀ClN₅O₃
pchembl 7.00 ~100.0 nM
Mol. weight 471.99 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3329563
UniProt (similar protein)
A0A6L8P2U9
pchembl
7.000 (~100.0 nM)
Target protein
VK055_2464

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 471.99 Da
LogP (Crippen) 3.98
H-bond donors 3
H-bond acceptors 5
TPSA 97.27 Ų
Rotatable bonds 5
Aromatic rings 2 / 3
Heavy atoms 33
Fraction sp³ C 0.38
Formula C₂₄H₃₀ClN₅O₃

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 97.3
  • −1 ≤ LogP ≤ 5 3.98
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 472.0
  • LogP ≤ 5 3.98
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 97.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C/C(=N\O)c1cccc(C(C)(C)NC(=O)Nc2ccc(Cl)c(C(=O)N3CCN(C)CC3)c2)c1
InChI 
InChI=1S/C24H30ClN5O3/c1-16(28-33)17-6-5-7-18(14-17)24(2,3)27-23(32)26-19-8-9-21(25)20(15-19)22(31)30-12-10-29(4)11-13-30/h5-9,14-15,33H,10-13H2,1-4H3,(H2,26,27,32)/b28-16+
InChIKey 
UMSBQBXESMWNSM-LQKURTRISA-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
PF00478

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_2464.

PDB 13

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

Ligand PDB entry

ChEMBL 15

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)