Ligand profile

CHEMBL4091258

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1346 — hypothetical protein

Via homolog UniProt Q9NXA8 Formula C₆₂H₈₂N₁₀O₁₅S
pchembl 8.15 ~7.1 nM
Mol. weight 1239.46 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4091258
UniProt (similar protein)
Q9NXA8
pchembl
8.150 (~7.1 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) 2.31
H-bond donors 13
H-bond acceptors 14
TPSA 399.82 Ų
Rotatable bonds 37
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 2.31
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1239.5
  • LogP ≤ 5 2.31
  • H-bond donors ≤ 5 13
  • H-bond acceptors ≤ 10 14
Veber's rules Fail
  • Rotatable bonds ≤ 10 37
  • 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@H](SCc1cccc2ccccc12)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)29-46(70-61(85)54(37(5)6)72-51(76)32-65-56(80)40-16-8-7-9-17-40)60(84)67-44(21-12-13-28-64-49(74)31-48(62(86)87)88-34-41-19-14-18-39-15-10-11-20-43(39)41)58(82)68-45(26-27-52(77)78)59(83)69-47(30-38-22-24-42(73)25-23-38)57(81)66-33-50(75)71-53(36(3)4)55(63)79/h7-11,14-20,22-25,35-37,44-48,53-54,73H,12-13,21,26-34H2,1-6H3,(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)/t44-,45-,46-,47-,48-,53-,54-/m0/s1
InChIKey 
FEJPRAOFDSEHTN-QHFNPVRWSA-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)