Ligand profile

ZINC20513026

Virtual-screening candidate from ZINC.

Bound to: VK055_0557 — 1-pyrroline dehydrogenase

Via homolog UniProt O94788 Formula C₂₅H₂₈N₆O₄

Tanimoto 0.81

Mol. weight 476.54 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: ZINC20513026
UniProt (similar protein): O94788
Tanimoto: 0.810
Target protein: VK055_0557

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 476.54 Da

LogP (Crippen) 1.23

H-bond donors 0

H-bond acceptors 9

TPSA 98.51 Å²

Rotatable bonds 6

Aromatic rings 4 / 5

Heavy atoms 35

Fraction sp³ C 0.36

Formula C₂₅H₂₈N₆O₄

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 98.5
−1 ≤ LogP ≤ 5 1.23

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 476.5
LogP ≤ 5 1.23
H-bond donors ≤ 5 0
H-bond acceptors ≤ 10 9

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 98.5

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cn1c(=O)c2c(nc(CN3CCN(C(=O)c4ccco4)CC3)n2CCc2ccccc2)n(C)c1=O

InChI

InChI=1S/C25H28N6O4/c1-27-22-21(24(33)28(2)25(27)34)31(11-10-18-7-4-3-5-8-18)20(26-22)17-29-12-14-30(15-13-29)23(32)19-9-6-16-35-19/h3-9,16H,10-15,17H2,1-2H3

InChIKey

CBISAXWWKWSWAO-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: 3SR
Homolog: O94788

External resources

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

ZINC ZINC15 ZINC20513026 →
ZINC ZINC20 ZINC20513026 →
UniProt UniProt O94788 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “ZINC20513026”) →

Other ligands for this protein

Quick navigation to other ligands bound to VK055_0557.

PDB 13

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

Ligand PDB entry

ChEMBL 54

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)