Ligand profile

ZINC17440284

Virtual-screening candidate from ZINC.

Bound to: VK055_0557 — 1-pyrroline dehydrogenase

Via homolog UniProt O94788 Formula C₂₄H₂₅ClN₆O₄

Tanimoto 0.83

Mol. weight 496.96 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: ZINC17440284
UniProt (similar protein): O94788
Tanimoto: 0.833
Target protein: VK055_0557

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 496.96 Da

LogP (Crippen) 1.69

H-bond donors 0

H-bond acceptors 9

TPSA 98.51 Å²

Rotatable bonds 5

Aromatic rings 4 / 5

Heavy atoms 35

Fraction sp³ C 0.33

Formula C₂₄H₂₅ClN₆O₄

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 1.69

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 497.0
LogP ≤ 5 1.69
H-bond donors ≤ 5 0
H-bond acceptors ≤ 10 9

Veber's rules Pass

Rotatable bonds ≤ 10 5
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)n2Cc2cccc(Cl)c2)n(C)c1=O

InChI

InChI=1S/C24H25ClN6O4/c1-27-21-20(23(33)28(2)24(27)34)31(14-16-5-3-6-17(25)13-16)19(26-21)15-29-8-10-30(11-9-29)22(32)18-7-4-12-35-18/h3-7,12-13H,8-11,14-15H2,1-2H3

InChIKey

ZIZZUWNEYAIMGP-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: CHEMBL3416557
Homolog: O94788

External resources

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

ZINC ZINC15 ZINC17440284 →
ZINC ZINC20 ZINC17440284 →
UniProt UniProt O94788 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “ZINC17440284”) →

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)