Ligand profile

CHEMBL4065953

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1346 — hypothetical protein

Via homolog UniProt Q9NXA8 Formula C₅₉H₈₂N₁₀O₁₅S
pchembl 7.34 ~45.7 nM
Mol. weight 1203.43 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4065953
UniProt (similar protein)
Q9NXA8
pchembl
7.340 (~45.7 nM)
Target protein
VK055_1346

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1203.43 Da
LogP (Crippen) 1.64
H-bond donors 13
H-bond acceptors 14
TPSA 399.82 Ų
Rotatable bonds 36
Aromatic rings 3 / 3
Heavy atoms 85
Fraction sp³ C 0.49
Formula C₅₉H₈₂N₁₀O₁₅S

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 1.64
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1203.4
  • LogP ≤ 5 1.64
  • 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 
Cc1ccc(S[C@@H](CC(=O)NCCCC[C@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](NC(=O)CNC(=O)c2ccccc2)C(C)C)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](Cc2ccc(O)cc2)C(=O)NCC(=O)N[C@H](C(N)=O)C(C)C)C(=O)O)cc1C
InChI 
InChI=1S/C59H82N10O15S/c1-32(2)26-43(67-58(82)51(34(5)6)69-48(73)30-62-53(77)38-14-10-9-11-15-38)57(81)64-41(16-12-13-25-61-46(71)29-45(59(83)84)85-40-22-17-35(7)36(8)27-40)55(79)65-42(23-24-49(74)75)56(80)66-44(28-37-18-20-39(70)21-19-37)54(78)63-31-47(72)68-50(33(3)4)52(60)76/h9-11,14-15,17-22,27,32-34,41-45,50-51,70H,12-13,16,23-26,28-31H2,1-8H3,(H2,60,76)(H,61,71)(H,62,77)(H,63,78)(H,64,81)(H,65,79)(H,66,80)(H,67,82)(H,68,72)(H,69,73)(H,74,75)(H,83,84)/t41-,42-,43-,44-,45-,50-,51-/m0/s1
InChIKey 
QSTLVRCZQGFBRP-XPNQOTQBSA-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)