Ligand profile

ZINC253595414

Virtual-screening candidate from ZINC.

Bound to: VK055_5102 — lipid A export permease/ATP-binding protein MsbA

Via homolog UniProt P21439-2 Formula C₂₁H₃₄O₃
Tanimoto 0.68
Mol. weight 334.50 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC253595414
UniProt (similar protein)
P21439-2
Tanimoto
0.679
Target protein
VK055_5102

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 334.50 Da
LogP (Crippen) 3.28
H-bond donors 3
H-bond acceptors 3
TPSA 60.69 Ų
Rotatable bonds 2
Aromatic rings 0 / 4
Heavy atoms 24
Fraction sp³ C 0.90
Formula C₂₁H₃₄O₃

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 60.7
  • −1 ≤ LogP ≤ 5 3.28
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 334.5
  • LogP ≤ 5 3.28
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 2
  • TPSA ≤ 140 Ų 60.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[C@]12CC[C@H](O)CC1=CC[C@H]1[C@H]2CC[C@@]2(C)[C@H]([C@@H](O)CO)CC[C@H]12
InChI 
InChI=1S/C21H34O3/c1-20-9-7-14(23)11-13(20)3-4-15-16-5-6-18(19(24)12-22)21(16,2)10-8-17(15)20/h3,14-19,22-24H,4-12H2,1-2H3/t14-,15+,16+,17+,18-,19-,20-,21+/m0/s1
InChIKey 
DAXILKUPMDAOAK-LHYDXMHHSA-N

Provenance

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

Method
LigQ nearest_k
Query
CLR
Homolog
P21439-2

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_5102.

PDB 6

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

Ligand PDB entry

ChEMBL 3

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)