Ligand profile

CHEMBL4073959

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1346 — hypothetical protein

Via homolog UniProt Q9NXA8 Formula C₅₉H₈₂N₁₀O₁₇S
pchembl 6.49 ~323.6 nM
Mol. weight 1235.42 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4073959
UniProt (similar protein)
Q9NXA8
pchembl
6.490 (~323.6 nM)
Target protein
VK055_1346

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1235.42 Da
LogP (Crippen) 1.04
H-bond donors 13
H-bond acceptors 16
TPSA 418.28 Ų
Rotatable bonds 38
Aromatic rings 3 / 3
Heavy atoms 87
Fraction sp³ C 0.49
Formula C₅₉H₈₂N₁₀O₁₇S

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 418.3
  • −1 ≤ LogP ≤ 5 1.04
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1235.4
  • LogP ≤ 5 1.04
  • H-bond donors ≤ 5 13
  • H-bond acceptors ≤ 10 16
Veber's rules Fail
  • Rotatable bonds ≤ 10 38
  • TPSA ≤ 140 Ų 418.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc(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)cc1OC
InChI 
InChI=1S/C59H82N10O17S/c1-32(2)26-41(67-58(82)51(34(5)6)69-48(73)30-62-53(77)36-14-10-9-11-15-36)57(81)64-39(16-12-13-25-61-46(71)29-45(59(83)84)87-38-21-23-43(85-7)44(28-38)86-8)55(79)65-40(22-24-49(74)75)56(80)66-42(27-35-17-19-37(70)20-18-35)54(78)63-31-47(72)68-50(33(3)4)52(60)76/h9-11,14-15,17-21,23,28,32-34,39-42,45,50-51,70H,12-13,16,22,24-27,29-31H2,1-8H3,(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)/t39-,40-,41-,42-,45-,50-,51-/m0/s1
InChIKey 
IFTZOBUREVMBAV-ZWGVYYANSA-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)