Ligand profile

CHEMBL5977971

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1250 — NAD(P)H quinone oxidoreductase, PIG3 family protein

Via homolog UniProt P49327 Formula C₂₉H₂₉FN₄O₂

pchembl 7.34 ~45.7 nM

Mol. weight 484.58 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5977971
UniProt (similar protein): P49327
pchembl: 7.340 (~45.7 nM)
Target protein: VK055_1250

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 484.58 Da

LogP (Crippen) 4.67

H-bond donors 0

H-bond acceptors 4

TPSA 65.87 Å²

Rotatable bonds 5

Aromatic rings 3 / 6

Heavy atoms 36

Fraction sp³ C 0.38

Formula C₂₉H₂₉FN₄O₂

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 65.9
−1 ≤ LogP ≤ 5 4.67

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 484.6
LogP ≤ 5 4.67
H-bond donors ≤ 5 0
H-bond acceptors ≤ 10 4

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 65.9

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CC1(C)N=C(c2ccc(-c3ccc4cccnc4c3)cc2F)N(C[C@@H]2CCN(C(=O)C3CC3)C2)C1=O

InChI

InChI=1S/C29H29FN4O2/c1-29(2)28(36)34(17-18-11-13-33(16-18)27(35)20-6-7-20)26(32-29)23-10-9-21(14-24(23)30)22-8-5-19-4-3-12-31-25(19)15-22/h3-5,8-10,12,14-15,18,20H,6-7,11,13,16-17H2,1-2H3/t18-/m1/s1

InChIKey

VBTHWGJFPDQAPR-GOSISDBHSA-N

Provenance

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

Method: LigQ nearest_k
Source: ChEMBL
Activity: 510346
Curation: pdb_similarity_tanimoto
Binding sites: PF08242' 'PF08659

External resources

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

ChEMBL ChEMBL compound CHEMBL5977971 →
UniProt UniProt P49327 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5977971”) →

Other ligands for this protein

Quick navigation to other ligands bound to VK055_1250.

PDB 15

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

Ligand PDB entry

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)