Ligand profile

CHEMBL6049457

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 C₃₀H₂₉F₂N₃O₂
pchembl 7.37 ~42.7 nM
Mol. weight 501.58 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL6049457
UniProt (similar protein)
P49327
pchembl
7.370 (~42.7 nM)
Target protein
VK055_1250

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 501.58 Da
LogP (Crippen) 5.41
H-bond donors 0
H-bond acceptors 3
TPSA 52.98 Ų
Rotatable bonds 5
Aromatic rings 3 / 6
Heavy atoms 37
Fraction sp³ C 0.37
Formula C₃₀H₂₉F₂N₃O₂

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

  • TPSA ≤ 90 Ų 53.0
  • −1 ≤ LogP ≤ 5 5.41
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 501.6
  • LogP ≤ 5 5.41
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 53.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC1(C)N=C(c2ccc(-c3ccc4cccc(F)c4c3)cc2F)N(C[C@@H]2CCN(C(=O)C3CC3)C2)C1=O
InChI 
InChI=1S/C30H29F2N3O2/c1-30(2)29(37)35(17-18-12-13-34(16-18)28(36)20-7-8-20)27(33-30)23-11-10-22(15-26(23)32)21-9-6-19-4-3-5-25(31)24(19)14-21/h3-6,9-11,14-15,18,20H,7-8,12-13,16-17H2,1-2H3/t18-/m1/s1
InChIKey 
KXFRBKDPABQFCB-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
824307
Curation
pdb_similarity_tanimoto
Binding sites
PF08242' 'PF08659

External resources

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

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)