Ligand profile

ZINC100260872

Virtual-screening candidate from ZINC.

Bound to: VK055_4750 — cysteine synthase A

Via homolog UniProt P9WP55 Formula C₁₈H₁₃ClN₂O₄S
Tanimoto 0.77
Mol. weight 388.83 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC100260872
UniProt (similar protein)
P9WP55
Tanimoto
0.767
Target protein
VK055_4750

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 388.83 Da
LogP (Crippen) 3.98
H-bond donors 2
H-bond acceptors 5
TPSA 90.20 Ų
Rotatable bonds 3
Aromatic rings 2 / 3
Heavy atoms 26
Fraction sp³ C 0.06
Formula C₁₈H₁₃ClN₂O₄S

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 90.2
  • −1 ≤ LogP ≤ 5 3.98
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 388.8
  • LogP ≤ 5 3.98
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 90.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CN1C(=O)/C(=C/c2ccc(O)c(Cl)c2)S/C1=N/c1cccc(C(=O)O)c1
InChI 
InChI=1S/C18H13ClN2O4S/c1-21-16(23)15(8-10-5-6-14(22)13(19)7-10)26-18(21)20-12-4-2-3-11(9-12)17(24)25/h2-9,22H,1H3,(H,24,25)/b15-8-,20-18+
InChIKey 
KUUNKBNNOIIUOH-NPQTWSAXSA-N

Provenance

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

Method
LigQ nearest_k
Query
CHEMBL2418502
Homolog
P9WP55

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_4750.

PDB 5

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

Ligand PDB entry

ChEMBL 15

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)