Ligand profile

CHEMBL4083471

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1346 — hypothetical protein

Via homolog UniProt Q9NXA8 Formula C₆₂H₈₂N₁₀O₁₅S
pchembl 7.23 ~58.9 nM
Mol. weight 1239.46 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4083471
UniProt (similar protein)
Q9NXA8
pchembl
7.230 (~58.9 nM)
Target protein
VK055_1346

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1239.46 Da
LogP (Crippen) 2.56
H-bond donors 13
H-bond acceptors 14
TPSA 399.82 Ų
Rotatable bonds 36
Aromatic rings 4 / 4
Heavy atoms 88
Fraction sp³ C 0.45
Formula C₆₂H₈₂N₁₀O₁₅S

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 399.8
  • −1 ≤ LogP ≤ 5 2.56
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1239.5
  • LogP ≤ 5 2.56
  • H-bond donors ≤ 5 13
  • H-bond acceptors ≤ 10 14
Veber's rules Fail
  • Rotatable bonds ≤ 10 36
  • TPSA ≤ 140 Ų 399.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(C)C[C@H](NC(=O)[C@@H](NC(=O)CNC(=O)c1ccccc1)C(C)C)C(=O)N[C@@H](CCCCNC(=O)C[C@](C)(Sc1cccc2ccccc12)C(=O)O)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)NCC(=O)N[C@H](C(N)=O)C(C)C
InChI 
InChI=1S/C62H82N10O15S/c1-35(2)30-45(70-60(85)53(37(5)6)72-50(76)33-65-55(80)40-17-9-8-10-18-40)59(84)67-43(21-13-14-29-64-48(74)32-62(7,61(86)87)88-47-22-15-19-39-16-11-12-20-42(39)47)57(82)68-44(27-28-51(77)78)58(83)69-46(31-38-23-25-41(73)26-24-38)56(81)66-34-49(75)71-52(36(3)4)54(63)79/h8-12,15-20,22-26,35-37,43-46,52-53,73H,13-14,21,27-34H2,1-7H3,(H2,63,79)(H,64,74)(H,65,80)(H,66,81)(H,67,84)(H,68,82)(H,69,83)(H,70,85)(H,71,75)(H,72,76)(H,77,78)(H,86,87)/t43-,44-,45-,46-,52-,53-,62-/m0/s1
InChIKey 
JUUZHUMGSOQPFS-RRYOFREYSA-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
Binding sites
PF02146

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_1346.

PDB 21

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

Ligand PDB entry

ChEMBL 84

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)