Ligand profile

ZINC20919537

Virtual-screening candidate from ZINC.

Bound to: VK055_1800 — succinate dehydrogenase, cytochrome b556 subunit

Via homolog UniProt P69054 Formula C₂₁H₂₈N₂O₃S
Tanimoto 0.61
Mol. weight 388.53 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC20919537
UniProt (similar protein)
P69054
Tanimoto
0.612
Target protein
VK055_1800

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 388.53 Da
LogP (Crippen) 4.46
H-bond donors 2
H-bond acceptors 4
TPSA 67.43 Ų
Rotatable bonds 4
Aromatic rings 1 / 3
Heavy atoms 27
Fraction sp³ C 0.52
Formula C₂₁H₂₈N₂O₃S

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 67.4
  • −1 ≤ LogP ≤ 5 4.46
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 388.5
  • LogP ≤ 5 4.46
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 67.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC1=C(C(=O)Nc2ccc(C(=O)NC3CCCCCCC3)cc2)SCCO1
InChI 
InChI=1S/C21H28N2O3S/c1-15-19(27-14-13-26-15)21(25)23-18-11-9-16(10-12-18)20(24)22-17-7-5-3-2-4-6-8-17/h9-12,17H,2-8,13-14H2,1H3,(H,22,24)(H,23,25)
InChIKey 
YLMDEDHPSYNMQM-UHFFFAOYSA-N

Provenance

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

Method
LigQ sequence
Query
CBE
Homolog
P69054

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_1800.

PDB 11

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)