Ligand profile

CHEMBL4104916

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1346 — hypothetical protein

Via homolog UniProt Q9NXA8 Formula C₅₇H₇₇ClN₁₀O₁₅S
pchembl 6.07 ~851.1 nM
Mol. weight 1209.82 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4104916
UniProt (similar protein)
Q9NXA8
pchembl
6.070 (~851.1 nM)
Target protein
VK055_1346

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1209.82 Da
LogP (Crippen) 1.67
H-bond donors 13
H-bond acceptors 14
TPSA 399.82 Ų
Rotatable bonds 36
Aromatic rings 3 / 3
Heavy atoms 84
Fraction sp³ C 0.47
Formula C₅₇H₇₇ClN₁₀O₁₅S

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 1.67
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1209.8
  • LogP ≤ 5 1.67
  • 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 
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](Sc1ccccc1Cl)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/C57H77ClN10O15S/c1-31(2)26-40(66-56(81)49(33(5)6)68-46(72)29-61-51(76)35-14-8-7-9-15-35)55(80)63-38(17-12-13-25-60-44(70)28-43(57(82)83)84-42-18-11-10-16-37(42)58)53(78)64-39(23-24-47(73)74)54(79)65-41(27-34-19-21-36(69)22-20-34)52(77)62-30-45(71)67-48(32(3)4)50(59)75/h7-11,14-16,18-22,31-33,38-41,43,48-49,69H,12-13,17,23-30H2,1-6H3,(H2,59,75)(H,60,70)(H,61,76)(H,62,77)(H,63,80)(H,64,78)(H,65,79)(H,66,81)(H,67,71)(H,68,72)(H,73,74)(H,82,83)/t38-,39-,40-,41-,43-,48-,49-/m0/s1
InChIKey 
HTPXUWBJUVMNEY-NBNIWHSLSA-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)