Ligand profile

CHEMBL1163094

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3566 — ankyrin repeat family protein

Via homolog UniProt Q05921 Formula C₃₀H₃₅N₂₄O₁₉P₃
pchembl 8.70 ~2.0 nM
Mol. weight 1128.68 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1163094
UniProt (similar protein)
Q05921
pchembl
8.700 (~2.0 nM)
Target protein
VK055_3566

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1128.68 Da
LogP (Crippen) -0.67
H-bond donors 11
H-bond acceptors 33
TPSA 642.03 Ų
Rotatable bonds 19
Aromatic rings 6 / 9
Heavy atoms 76
Fraction sp³ C 0.50
Formula C₃₀H₃₅N₂₄O₁₉P₃

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 642.0
  • −1 ≤ LogP ≤ 5 -0.67
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1128.7
  • LogP ≤ 5 -0.67
  • H-bond donors ≤ 5 11
  • H-bond acceptors ≤ 10 33
Veber's rules Fail
  • Rotatable bonds ≤ 10 19
  • TPSA ≤ 140 Ų 642.0
PAINS Alert

Matches PAINS filter: azo_A(324). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
[N-]=[N+]=Nc1nc2c(N)ncnc2n1C1OC(COP(=O)(O)O)C(O)C1OP(=O)(O)OCC1OC(n2c(N=[N+]=[N-])nc3c(N)ncnc32)C(OP(=O)(O)OC[C@H]2OC(n3c(N=[N+]=[N-])nc4c(N)ncnc43)[C@H](O)[C@@H]2O)C1O
InChI 
InChI=1S/C30H35N24O19P3/c31-19-10-22(40-4-37-19)52(28(43-10)46-49-34)25-16(58)13(55)7(69-25)2-67-75(62,63)73-18-15(57)9(71-27(18)54-24-12(21(33)39-6-42-24)45-30(54)48-51-36)3-68-76(64,65)72-17-14(56)8(1-66-74(59,60)61)70-26(17)53-23-11(20(32)38-5-41-23)44-29(53)47-50-35/h4-9,13-18,25-27,55-58H,1-3H2,(H,62,63)(H,64,65)(H2,31,37,40)(H2,32,38,41)(H2,33,39,42)(H2,59,60,61)/t7-,8?,9?,13-,14?,15?,16-,17?,18?,25?,26?,27?/m1/s1
InChIKey 
CAAJLEGDAOZENT-TXYPTYCHSA-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
Curation
pdb_similarity_tanimoto
Binding sites
PF00023' 'PF00069' 'PF12796

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_3566.

PDB 125

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)