Ligand profile

ZINC35041440

Virtual-screening candidate from ZINC.

Bound to: VK055_1677 — tyrosine phosphatase family protein

Via homolog UniProt I6WXK4 Formula C₁₈H₂₁NO₄S₂
Tanimoto 0.79
Mol. weight 379.50 Da
Permeability High
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC35041440
UniProt (similar protein)
I6WXK4
Tanimoto
0.789
Target protein
VK055_1677

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 379.50 Da
LogP (Crippen) 3.93
H-bond donors 1
H-bond acceptors 5
TPSA 66.84 Ų
Rotatable bonds 8
Aromatic rings 1 / 2
Heavy atoms 25
Fraction sp³ C 0.39
Formula C₁₈H₂₁NO₄S₂

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 66.8
  • −1 ≤ LogP ≤ 5 3.93
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 379.5
  • LogP ≤ 5 3.93
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 66.8
PAINS Alert

Matches PAINS filter: ene_rhod_A(235). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCC[C@H](C(=O)O)N1C(=O)/C(=C\c2ccc(OCC)cc2)SC1=S
InChI 
InChI=1S/C18H21NO4S2/c1-3-5-6-14(17(21)22)19-16(20)15(25-18(19)24)11-12-7-9-13(10-8-12)23-4-2/h7-11,14H,3-6H2,1-2H3,(H,21,22)/b15-11+/t14-/m1/s1
InChIKey 
NMCSLMCZSUMVJB-XDPMZMSMSA-N

Provenance

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

Method
LigQ nearest_k
Query
CHEMBL5625012
Homolog
I6WXK4

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_1677.

ChEMBL 76

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)