Ligand profile

CHEMBL3817920

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3566 — ankyrin repeat family protein

Via homolog UniProt Q05823 Formula C₄₀H₄₉FN₁₇O₂₃P₃
pchembl 9.35 ~0.4 nM
Mol. weight 1247.85 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3817920
UniProt (similar protein)
Q05823
pchembl
9.350 (~0.4 nM)
Target protein
VK055_3566

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1247.85 Da
LogP (Crippen) -3.83
H-bond donors 12
H-bond acceptors 36
TPSA 569.07 Ų
Rotatable bonds 19
Aromatic rings 7 / 11
Heavy atoms 84
Fraction sp³ C 0.53
Formula C₄₀H₄₉FN₁₇O₂₃P₃

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 569.1
  • −1 ≤ LogP ≤ 5 -3.83
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1247.8
  • LogP ≤ 5 -3.83
  • H-bond donors ≤ 5 12
  • H-bond acceptors ≤ 10 36
Veber's rules Fail
  • Rotatable bonds ≤ 10 19
  • TPSA ≤ 140 Ų 569.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1nc2c(N)ncnc2n1[C@@H]1O[C@H](COP(=O)(O)O[C@@H]2[C@H](O)[C@@H](COP(=O)(O)O[C@@H]3[C@H](O)[C@@H](COP(=O)(O)O[C@@H]4[C@H](O)[C@@H](C)O[C@H]4n4cc(F)c(=O)[nH]c4=O)O[C@H]3n3cnc4c(N)ncnc43)O[C@H]2n2cnc3c(N)ncnc32)[C@@H](O)[C@H]1O
InChI 
InChI=1S/C40H49FN17O23P3/c1-12-21(59)26(37(75-12)55-3-14(41)35(64)54-40(55)65)79-82(66,67)73-5-16-23(61)28(39(77-16)57-11-52-19-30(43)46-8-49-33(19)57)81-84(70,71)74-6-17-24(62)27(38(78-17)56-10-51-18-29(42)45-7-48-32(18)56)80-83(68,69)72-4-15-22(60)25(63)36(76-15)58-13(2)53-20-31(44)47-9-50-34(20)58/h3,7-12,15-17,21-28,36-39,59-63H,4-6H2,1-2H3,(H,66,67)(H,68,69)(H,70,71)(H2,42,45,48)(H2,43,46,49)(H2,44,47,50)(H,54,64,65)/t12-,15-,16-,17-,21-,22-,23-,24-,25-,26-,27-,28-,36-,37-,38-,39-/m1/s1
InChIKey 
PQPFUZYINPVIOM-NVFIWHIDSA-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
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)