Ligand profile

ZINC888103821

Virtual-screening candidate from ZINC.

Bound to: VK055_1966 — bacterial regulatory, gntR family protein

Via homolog UniProt Q64602 Formula C₂₃H₂₄FN₅O₃

Tanimoto 0.66

Mol. weight 437.48 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: ZINC888103821
UniProt (similar protein): Q64602
Tanimoto: 0.657
Target protein: VK055_1966

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 437.48 Da

LogP (Crippen) 1.91

H-bond donors 1

H-bond acceptors 6

TPSA 82.93 Å²

Rotatable bonds 2

Aromatic rings 3 / 5

Heavy atoms 32

Fraction sp³ C 0.35

Formula C₂₃H₂₄FN₅O₃

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

TPSA ≤ 90 Å² 82.9
−1 ≤ LogP ≤ 5 1.91

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 437.5
LogP ≤ 5 1.91
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 2
TPSA ≤ 140 Å² 82.9

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

C[C@H]1COc2c(N3CCN(C)CC3)c(F)cc3c(=O)c(C(=O)N=c4cc[nH]cc4)cn1c23

InChI

InChI=1S/C23H24FN5O3/c1-14-13-32-22-19-16(11-18(24)20(22)28-9-7-27(2)8-10-28)21(30)17(12-29(14)19)23(31)26-15-3-5-25-6-4-15/h3-6,11-12,14H,7-10,13H2,1-2H3,(H,25,26,31)/t14-/m0/s1

InChIKey

BCXUDZHUROSDKK-AWEZNQCLSA-N

Provenance

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

Method: LigQ nearest_k
Query: CHEMBL1215659
Homolog: Q64602

External resources

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

ZINC ZINC15 ZINC888103821 →
ZINC ZINC20 ZINC888103821 →
UniProt UniProt Q64602 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “ZINC888103821”) →

Other ligands for this protein

Quick navigation to other ligands bound to VK055_1966.

PDB 10

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

Ligand PDB entry

ChEMBL 9

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)