Ligand profile

ZINC198842276

Virtual-screening candidate from ZINC.

Bound to: VK055_1655 — penicillin-binding protein 6

Via homolog UniProt P08506 Formula C₁₆H₁₈ClN₃O₅S
Tanimoto 0.72
Mol. weight 399.86 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC198842276
UniProt (similar protein)
P08506
Tanimoto
0.719
Target protein
VK055_1655

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 399.86 Da
LogP (Crippen) 0.68
H-bond donors 4
H-bond acceptors 6
TPSA 132.96 Ų
Rotatable bonds 4
Aromatic rings 1 / 3
Heavy atoms 26
Fraction sp³ C 0.44
Formula C₁₆H₁₈ClN₃O₅S

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 133.0
  • −1 ≤ LogP ≤ 5 0.68
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 399.9
  • LogP ≤ 5 0.68
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 133.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC1(C)S[C@@H]2[C@H](NC(=O)[C@@H](N)c3ccc(O)c(Cl)c3)C(=O)N2[C@H]1C(=O)O
InChI 
InChI=1S/C16H18ClN3O5S/c1-16(2)11(15(24)25)20-13(23)10(14(20)26-16)19-12(22)9(18)6-3-4-8(21)7(17)5-6/h3-5,9-11,14,21H,18H2,1-2H3,(H,19,22)(H,24,25)/t9-,10+,11-,14+/m0/s1
InChIKey 
YYQJMWQAYJIJED-BBGACYKPSA-N

Provenance

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

Method
LigQ nearest_k
Query
AIC
Homolog
P08506

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_1655.

PDB 14

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

Ligand PDB entry

ChEMBL 1

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)