Ligand profile

ZINC2383349868

Virtual-screening candidate from ZINC.

Bound to: VK055_0608 — muconate cycloisomerase

Via homolog UniProt Q81IL5 Formula C₂₂H₃₈N₄O₈
Tanimoto 0.60
Mol. weight 486.57 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC2383349868
UniProt (similar protein)
Q81IL5
Tanimoto
0.605
Target protein
VK055_0608

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 486.57 Da
LogP (Crippen) 1.83
H-bond donors 7
H-bond acceptors 6
TPSA 205.98 Ų
Rotatable bonds 20
Aromatic rings 0 / 0
Heavy atoms 34
Fraction sp³ C 0.73
Formula C₂₂H₃₈N₄O₈

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 206.0
  • −1 ≤ LogP ≤ 5 1.83
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 486.6
  • LogP ≤ 5 1.83
  • H-bond donors ≤ 5 7
  • H-bond acceptors ≤ 10 6
Veber's rules Fail
  • Rotatable bonds ≤ 10 20
  • TPSA ≤ 140 Ų 206.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
N=C(NCCC[C@H](NC(=O)CCCCCCC(=O)O)C(=O)O)NC(=O)CCCCCCC(=O)O
InChI 
InChI=1S/C22H38N4O8/c23-22(26-18(28)12-6-2-4-8-14-20(31)32)24-15-9-10-16(21(33)34)25-17(27)11-5-1-3-7-13-19(29)30/h16H,1-15H2,(H,25,27)(H,29,30)(H,31,32)(H,33,34)(H3,23,24,26,28)/t16-/m0/s1
InChIKey 
XGFVUQUFRFIMHM-INIZCTEOSA-N

Provenance

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

Method
LigQ nearest_k
Query
SUG
Homolog
Q81IL5

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_0608.

PDB 4

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

Ligand PDB entry

ZINC 49

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

Compound Similarity (Tanimoto)