Ligand profile

ZINC2382319826

Virtual-screening candidate from ZINC.

Bound to: VK055_1021 — bacterial regulatory, gntR family protein

Via homolog UniProt C5CSP2 Formula C₂₀H₁₆N₂O₅

Tanimoto 0.74

Mol. weight 364.36 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: ZINC2382319826
UniProt (similar protein): C5CSP2
Tanimoto: 0.737
Target protein: VK055_1021

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 364.36 Da

LogP (Crippen) 3.13

H-bond donors 4

H-bond acceptors 4

TPSA 115.41 Å²

Rotatable bonds 5

Aromatic rings 4 / 4

Heavy atoms 27

Fraction sp³ C 0.10

Formula C₂₀H₁₆N₂O₅

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 Å² and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

TPSA ≤ 90 Å² 115.4
−1 ≤ LogP ≤ 5 3.13

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 364.4
LogP ≤ 5 3.13
H-bond donors ≤ 5 4
H-bond acceptors ≤ 10 4

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 115.4

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

O=C(O)Cc1c[nH]c2ccc(OC(=O)Cc3c[nH]c4ccc(O)cc34)cc12

InChI

InChI=1S/C20H16N2O5/c23-13-1-3-17-15(7-13)12(10-22-17)6-20(26)27-14-2-4-18-16(8-14)11(9-21-18)5-19(24)25/h1-4,7-10,21-23H,5-6H2,(H,24,25)

InChIKey

ZMAVMLVMRHBJPE-UHFFFAOYSA-N

Provenance

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

Method: LigQ nearest_k
Query: HID
Homolog: C5CSP2

External resources

Open this ligand in third-party databases and cheminformatics tools.

ZINC ZINC15 ZINC2382319826 →
ZINC ZINC20 ZINC2382319826 →
UniProt UniProt C5CSP2 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “ZINC2382319826”) →

Other ligands for this protein

Quick navigation to other ligands bound to VK055_1021.

PDB 12

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)