Ligand profile

CHEMBL5865379

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 C₂₇H₂₇FN₄O₂S
pchembl 6.94 ~114.8 nM
Mol. weight 490.60 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5865379
UniProt (similar protein)
P49327
pchembl
6.940 (~114.8 nM)
Target protein
VK055_1250

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 490.60 Da
LogP (Crippen) 4.73
H-bond donors 0
H-bond acceptors 5
TPSA 65.87 Ų
Rotatable bonds 5
Aromatic rings 3 / 6
Heavy atoms 35
Fraction sp³ C 0.41
Formula C₂₇H₂₇FN₄O₂S

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

  • TPSA ≤ 90 Ų 65.9
  • −1 ≤ LogP ≤ 5 4.73
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 490.6
  • LogP ≤ 5 4.73
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 65.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC1(C)N=C(c2ccc(-c3nc4ccccc4s3)cc2F)N(C[C@@H]2CCN(C(=O)C3CC3)C2)C1=O
InChI 
InChI=1S/C27H27FN4O2S/c1-27(2)26(34)32(15-16-11-12-31(14-16)25(33)17-7-8-17)23(30-27)19-10-9-18(13-20(19)28)24-29-21-5-3-4-6-22(21)35-24/h3-6,9-10,13,16-17H,7-8,11-12,14-15H2,1-2H3/t16-/m1/s1
InChIKey 
JYGILXWXQSYZLQ-MRXNPFEDSA-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
510347
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)