Ligand profile

ZINC715174

Virtual-screening candidate from ZINC.

Bound to: VK055_2992 — cation/acetate symporter ActP

Via homolog UniProt Q63008 Formula C₂₁H₂₂N₂O₅
Tanimoto 0.89
Mol. weight 382.42 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC715174
UniProt (similar protein)
Q63008
Tanimoto
0.891
Target protein
VK055_2992

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 382.42 Da
LogP (Crippen) 3.08
H-bond donors 2
H-bond acceptors 5
TPSA 85.89 Ų
Rotatable bonds 6
Aromatic rings 2 / 3
Heavy atoms 28
Fraction sp³ C 0.24
Formula C₂₁H₂₂N₂O₅

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 85.9
  • −1 ≤ LogP ≤ 5 3.08
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 382.4
  • LogP ≤ 5 3.08
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 85.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc(COC(=O)C2=C(C)NC(=O)N[C@H]2c2ccc(OC)cc2)cc1
InChI 
InChI=1S/C21H22N2O5/c1-13-18(20(24)28-12-14-4-8-16(26-2)9-5-14)19(23-21(25)22-13)15-6-10-17(27-3)11-7-15/h4-11,19H,12H2,1-3H3,(H2,22,23,25)/t19-/m0/s1
InChIKey 
MIDCVGIVBDLXSM-IBGZPJMESA-N

Provenance

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

Method
LigQ nearest_k
Query
CHEMBL2333505
Homolog
Q63008

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_2992.

ChEMBL 65

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)