Ligand profile

CHEMBL5612510

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0016 — cytosine-specific methyltransferase

Via homolog UniProt P26358 Formula C₃₃H₃₅N₇O₃S
pchembl 6.12 ~758.6 nM
Mol. weight 609.76 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5612510
UniProt (similar protein)
P26358
pchembl
6.120 (~758.6 nM)
Target protein
VK055_0016

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 609.76 Da
LogP (Crippen) 4.23
H-bond donors 4
H-bond acceptors 9
TPSA 168.16 Ų
Rotatable bonds 12
Aromatic rings 3 / 4
Heavy atoms 44
Fraction sp³ C 0.30
Formula C₃₃H₃₅N₇O₃S

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 168.2
  • −1 ≤ LogP ≤ 5 4.23
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 609.8
  • LogP ≤ 5 4.23
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 12
  • TPSA ≤ 140 Ų 168.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCc1c(C#N)c(S[C@@H](C(N)=O)c2ccccc2)nc(N2CCC(CNCc3ccc(/C=C/C(=O)NO)cc3)CC2)c1C#N
InChI 
InChI=1S/C33H35N7O3S/c1-2-26-27(18-34)32(38-33(28(26)19-35)44-30(31(36)42)25-6-4-3-5-7-25)40-16-14-24(15-17-40)21-37-20-23-10-8-22(9-11-23)12-13-29(41)39-43/h3-13,24,30,37,43H,2,14-17,20-21H2,1H3,(H2,36,42)(H,39,41)/b13-12+/t30-/m1/s1
InChIKey 
ODDZJSGIPIWFAU-SHPZBJSMSA-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
Active
Curation
pdb_similarity_tanimoto
Binding sites
PF00145

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_0016.

PDB 3

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

Ligand PDB entry

ChEMBL 13

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)