Ligand profile

CHEMBL4083597

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1346 — hypothetical protein

Via homolog UniProt Q9NXA8 Formula C₅₈H₇₈Cl₂N₁₀O₁₅S
pchembl 6.26 ~549.5 nM
Mol. weight 1258.29 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4083597
UniProt (similar protein)
Q9NXA8
pchembl
6.260 (~549.5 nM)
Target protein
VK055_1346

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1258.29 Da
LogP (Crippen) 2.47
H-bond donors 13
H-bond acceptors 14
TPSA 399.82 Ų
Rotatable bonds 37
Aromatic rings 3 / 3
Heavy atoms 86
Fraction sp³ C 0.48
Formula C₅₈H₇₈Cl₂N₁₀O₁₅S

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 2.47
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1258.3
  • LogP ≤ 5 2.47
  • 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](SCc1ccc(Cl)cc1Cl)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/C58H78Cl2N10O15S/c1-31(2)24-42(68-57(83)50(33(5)6)70-47(74)28-63-52(78)35-12-8-7-9-13-35)56(82)65-40(14-10-11-23-62-45(72)27-44(58(84)85)86-30-36-17-18-37(59)26-39(36)60)54(80)66-41(21-22-48(75)76)55(81)67-43(25-34-15-19-38(71)20-16-34)53(79)64-29-46(73)69-49(32(3)4)51(61)77/h7-9,12-13,15-20,26,31-33,40-44,49-50,71H,10-11,14,21-25,27-30H2,1-6H3,(H2,61,77)(H,62,72)(H,63,78)(H,64,79)(H,65,82)(H,66,80)(H,67,81)(H,68,83)(H,69,73)(H,70,74)(H,75,76)(H,84,85)/t40-,41-,42-,43-,44-,49-,50-/m0/s1
InChIKey 
IXAZYRFRUKKRLM-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)