Binder profile

CHEMBL376695

Bioactivity hit from ChEMBL on a similar protein.

Bound to: PA3330 — short-chain dehydrogenase

Via homolog UniProt P51661 C25H33F3N4O3

pchembl 6.11

Mol. weight 494.56 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL376695
UniProt (similar protein): P51661
pchembl: 6.110
Target protein: PA3330

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 494.56 Da

LogP (Crippen) 3.40

H-bond donors 2

H-bond acceptors 5

TPSA 85.77 Å²

Rotatable bonds 5

Aromatic rings 1 / 6

Heavy atoms 35

Fraction sp³ C 0.72

Formula C25H33F3N4O3

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.

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 494.6
LogP ≤ 5 3.40
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 85.8

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CC(C)(C(=O)N[C@H]1C2C[C@H]3CC1C[C@@](C(=O)O)(C2)C3)N1CCN(c2ccc(C(F)(F)F)cn2)CC1

InChI

InChI=1S/C25H33F3N4O3/c1-23(2,32-7-5-31(6-8-32)19-4-3-18(14-29-19)25(26,27)28)21(33)30-20-16-9-15-10-17(20)13-24(11-15,12-16)22(34)35/h3-4,14-17,20H,5-13H2,1-2H3,(H,30,33)(H,34,35)/t15-,16?,17?,20-,24-

InChIKey

RVIKUVQZTJUNNT-HGYLWUCXSA-N

Provenance

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

Method: LigQ nearest_k
Source: ChEMBL
Binding sites: PF00106

External resources

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

ChEMBL ChEMBL compound CHEMBL376695 →
UniProt UniProt P51661 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL376695”) →

Other binders for this protein

Quick navigation to other ligands bound to PA3330.

ChEMBL 99

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 50

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)