Ligand profile

ZINC2087916878

Virtual-screening candidate from ZINC.

Bound to: VK055_3667 — pirin-like protein

Via homolog UniProt O00625 Formula C₂₇H₂₃N₃O₅
Tanimoto 0.61
Mol. weight 469.50 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC2087916878
UniProt (similar protein)
O00625
Tanimoto
0.609
Target protein
VK055_3667

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 469.50 Da
LogP (Crippen) 4.12
H-bond donors 2
H-bond acceptors 6
TPSA 98.66 Ų
Rotatable bonds 4
Aromatic rings 4 / 5
Heavy atoms 35
Fraction sp³ C 0.15
Formula C₂₇H₂₃N₃O₅

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 98.7
  • −1 ≤ LogP ≤ 5 4.12
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 469.5
  • LogP ≤ 5 4.12
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 98.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1ccc(C(=O)Nc2ccc3ccn(C)c(=O)c3c2)cc1NC(=O)c1ccc2c(c1)OCCO2
InChI 
InChI=1S/C27H23N3O5/c1-16-3-4-18(25(31)28-20-7-5-17-9-10-30(2)27(33)21(17)15-20)13-22(16)29-26(32)19-6-8-23-24(14-19)35-12-11-34-23/h3-10,13-15H,11-12H2,1-2H3,(H,28,31)(H,29,32)
InChIKey 
IJNUEDOPFSGPJA-UHFFFAOYSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Query
FJH
Homolog
O00625

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_3667.

PDB 5

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

Ligand PDB entry

ChEMBL 10

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 49

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)