Ligand profile

CHEMBL4085990

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1346 — hypothetical protein

Via homolog UniProt Q9NXA8 Formula C₇₈H₁₁₆N₁₄O₂₁S₂
pchembl 7.08 ~83.2 nM
Mol. weight 1650.00 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4085990
UniProt (similar protein)
Q9NXA8
pchembl
7.080 (~83.2 nM)
Target protein
VK055_1346

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1650.00 Da
LogP (Crippen) 1.43
H-bond donors 17
H-bond acceptors 21
TPSA 526.84 Ų
Rotatable bonds 57
Aromatic rings 3 / 5
Heavy atoms 115
Fraction sp³ C 0.60
Formula C₇₈H₁₁₆N₁₄O₂₁S₂

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 526.8
  • −1 ≤ LogP ≤ 5 1.43
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1650.0
  • LogP ≤ 5 1.43
  • H-bond donors ≤ 5 17
  • H-bond acceptors ≤ 10 21
Veber's rules Fail
  • Rotatable bonds ≤ 10 57
  • TPSA ≤ 140 Ų 526.8
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)CCC(=O)NCCCOCCOCCOCCCNC(=O)CCCC[C@@H]1SC[C@@H]2NC(=O)N[C@@H]21)C(C)C)C(=O)N[C@@H](CCCCNC(=O)CC(Sc1ccc2ccccc2c1)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/C78H116N14O21S2/c1-46(2)39-56(88-76(107)69(48(5)6)91-65(98)43-83-63(96)28-27-62(95)81-32-14-34-112-36-38-113-37-35-111-33-13-31-80-61(94)19-10-9-18-59-70-58(45-114-59)89-78(110)92-70)75(106)85-54(17-11-12-30-82-64(97)42-60(77(108)109)115-53-25-22-50-15-7-8-16-51(50)41-53)73(104)86-55(26-29-67(100)101)74(105)87-57(40-49-20-23-52(93)24-21-49)72(103)84-44-66(99)90-68(47(3)4)71(79)102/h7-8,15-16,20-25,41,46-48,54-60,68-70,93H,9-14,17-19,26-40,42-45H2,1-6H3,(H2,79,102)(H,80,94)(H,81,95)(H,82,97)(H,83,96)(H,84,103)(H,85,106)(H,86,104)(H,87,105)(H,88,107)(H,90,99)(H,91,98)(H,100,101)(H,108,109)(H2,89,92,110)/t54-,55-,56-,57-,58-,59-,60?,68-,69-,70-/m0/s1
InChIKey 
FFNLOFCIWKDQQZ-KUQDQETKSA-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)