Ligand profile

ZINC100319088

Virtual-screening candidate from ZINC.

Bound to: VK055_4750 — cysteine synthase A

Via homolog UniProt P9WP55 Formula C₂₀H₁₇ClN₂O₅S
Tanimoto 0.77
Mol. weight 432.89 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC100319088
UniProt (similar protein)
P9WP55
Tanimoto
0.769
Target protein
VK055_4750

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 432.89 Da
LogP (Crippen) 4.38
H-bond donors 2
H-bond acceptors 6
TPSA 99.43 Ų
Rotatable bonds 5
Aromatic rings 2 / 3
Heavy atoms 29
Fraction sp³ C 0.15
Formula C₂₀H₁₇ClN₂O₅S

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 99.4
  • −1 ≤ LogP ≤ 5 4.38
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 432.9
  • LogP ≤ 5 4.38
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 99.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCN1C(=O)/C(=C/c2cc(Cl)c(O)c(OC)c2)S/C1=N/c1cccc(C(=O)O)c1
InChI 
InChI=1S/C20H17ClN2O5S/c1-3-23-18(25)16(9-11-7-14(21)17(24)15(8-11)28-2)29-20(23)22-13-6-4-5-12(10-13)19(26)27/h4-10,24H,3H2,1-2H3,(H,26,27)/b16-9-,22-20+
InChIKey 
IVVCBBDXJFKSIW-OZQNAZOOSA-N

Provenance

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

Method
LigQ nearest_k
Query
CHEMBL2418505
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)