Ligand profile

CHEMBL3961536

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0145 — transporter associated domain protein

Via homolog UniProt P26433 Formula C₅₈H₇₇Cl₄N₇O₁₅S₂
pchembl 8.00 ~10.0 nM
Mol. weight 1318.23 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3961536
UniProt (similar protein)
P26433
pchembl
8.000 (~10.0 nM)
Target protein
VK055_0145

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1318.23 Da
LogP (Crippen) 6.37
H-bond donors 6
H-bond acceptors 16
TPSA 278.80 Ų
Rotatable bonds 38
Aromatic rings 4 / 6
Heavy atoms 86
Fraction sp³ C 0.52
Formula C₅₈H₇₇Cl₄N₇O₁₅S₂

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 278.8
  • −1 ≤ LogP ≤ 5 6.37
Lipinski's Rule of Five Fail 4 violations
  • MW ≤ 500 Da 1318.2
  • LogP ≤ 5 6.37
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 16
Veber's rules Fail
  • Rotatable bonds ≤ 10 38
  • TPSA ≤ 140 Ų 278.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CN(C)[C@H]1Cc2c(Cl)cc(Cl)cc2[C@@H]1Oc1ccc(S(=O)(=O)NCCOCCOCCNC(=O)CCC(C)(CCC(=O)NCCOCCOCCNS(=O)(=O)c2ccc(O[C@H]3c4cc(Cl)cc(Cl)c4C[C@@H]3N(C)C)cc2)NC(=O)CCC(=O)O)cc1
InChI 
InChI=1S/C58H77Cl4N7O15S2/c1-58(67-54(72)14-15-55(73)74,18-16-52(70)63-20-24-79-28-30-81-26-22-65-85(75,76)42-10-6-40(7-11-42)83-56-46-32-38(59)34-48(61)44(46)36-50(56)68(2)3)19-17-53(71)64-21-25-80-29-31-82-27-23-66-86(77,78)43-12-8-41(9-13-43)84-57-47-33-39(60)35-49(62)45(47)37-51(57)69(4)5/h6-13,32-35,50-51,56-57,65-66H,14-31,36-37H2,1-5H3,(H,63,70)(H,64,71)(H,67,72)(H,73,74)/t50-,51-,56-,57-/m0/s1
InChIKey 
MPJCZDVWONTHBE-ZCSOTEKWSA-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
PF00999

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_0145.

PDB 4

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 99

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)