Ligand profile

CHEMBL4073655

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1346 — hypothetical protein

Via homolog UniProt Q9NXA8 Formula C₅₈H₈₃N₁₁O₁₆S
pchembl 8.46 ~3.5 nM
Mol. weight 1222.43 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4073655
UniProt (similar protein)
Q9NXA8
pchembl
8.460 (~3.5 nM)
Target protein
VK055_1346

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1222.43 Da
LogP (Crippen) 0.81
H-bond donors 13
H-bond acceptors 16
TPSA 425.85 Ų
Rotatable bonds 38
Aromatic rings 3 / 3
Heavy atoms 86
Fraction sp³ C 0.53
Formula C₅₈H₈₃N₁₁O₁₆S

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 425.8
  • −1 ≤ LogP ≤ 5 0.81
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1222.4
  • LogP ≤ 5 0.81
  • H-bond donors ≤ 5 13
  • H-bond acceptors ≤ 10 16
Veber's rules Fail
  • Rotatable bonds ≤ 10 38
  • TPSA ≤ 140 Ų 425.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1noc(C)c1CCS[C@@H](CC(=O)NCCCC[C@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](NC(=O)CNC(=O)c1ccccc1)C(C)C)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)C(=O)O
InChI 
InChI=1S/C58H83N11O16S/c1-31(2)26-42(66-57(82)50(33(5)6)68-47(73)29-61-52(77)37-14-10-9-11-15-37)56(81)63-40(16-12-13-24-60-45(71)28-44(58(83)84)86-25-23-39-34(7)69-85-35(39)8)54(79)64-41(21-22-48(74)75)55(80)65-43(27-36-17-19-38(70)20-18-36)53(78)62-30-46(72)67-49(32(3)4)51(59)76/h9-11,14-15,17-20,31-33,40-44,49-50,70H,12-13,16,21-30H2,1-8H3,(H2,59,76)(H,60,71)(H,61,77)(H,62,78)(H,63,81)(H,64,79)(H,65,80)(H,66,82)(H,67,72)(H,68,73)(H,74,75)(H,83,84)/t40-,41-,42-,43-,44-,49-,50-/m0/s1
InChIKey 
GHSLOUYTJZIIRU-CCMSRGMGSA-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)