Ligand profile

CHEMBL4216209

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_4295 — peptidase M16 inactive domain protein

Via homolog UniProt Q9JHR7 Formula C₇₄H₁₀₇N₁₉O₁₉S
pchembl 6.52 ~302.0 nM
Mol. weight 1598.85 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4216209
UniProt (similar protein)
Q9JHR7
pchembl
6.520 (~302.0 nM)
Target protein
VK055_4295

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1598.85 Da
LogP (Crippen) -3.40
H-bond donors 23
H-bond acceptors 20
TPSA 619.93 Ų
Rotatable bonds 49
Aromatic rings 4 / 4
Heavy atoms 113
Fraction sp³ C 0.50
Formula C₇₄H₁₀₇N₁₉O₁₉S

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 619.9
  • −1 ≤ LogP ≤ 5 -3.40
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1598.9
  • LogP ≤ 5 -3.40
  • H-bond donors ≤ 5 23
  • H-bond acceptors ≤ 10 20
Veber's rules Fail
  • Rotatable bonds ≤ 10 49
  • TPSA ≤ 140 Ų 619.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(C)C[C@H](NC(=O)[C@H](C)NC(=O)[C@H](CCC(=O)O)NC(=O)CNC(=O)CNC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@@H](N)CCC(=O)O)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](C(=O)N[C@@H](CS)C(=O)NCC(N)=O)C(C)C
InChI 
InChI=1S/C74H107N19O19S/c1-38(2)28-51(69(108)91-54(31-43-19-21-45(94)22-20-43)70(109)89-52(29-39(3)4)72(111)93-62(40(5)6)73(112)92-56(37-113)66(105)82-34-57(76)95)87-63(102)41(7)84-67(106)50(24-26-61(100)101)85-59(97)36-81-58(96)35-83-65(104)53(30-42-14-9-8-10-15-42)90-68(107)49(18-13-27-79-74(77)78)86-71(110)55(88-64(103)47(75)23-25-60(98)99)32-44-33-80-48-17-12-11-16-46(44)48/h8-12,14-17,19-22,33,38-41,47,49-56,62,80,94,113H,13,18,23-32,34-37,75H2,1-7H3,(H2,76,95)(H,81,96)(H,82,105)(H,83,104)(H,84,106)(H,85,97)(H,86,110)(H,87,102)(H,88,103)(H,89,109)(H,90,107)(H,91,108)(H,92,112)(H,93,111)(H,98,99)(H,100,101)(H4,77,78,79)/t41-,47-,49-,50-,51-,52-,53-,54-,55-,56-,62-/m0/s1
InChIKey 
KPFGJIPXECFGAU-KTSUNOJYSA-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
PF00675' 'PF05193

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_4295.

PDB 16

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

Ligand PDB entry

ChEMBL 11

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)