Ligand profile

CHEMBL3895518

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0145 — transporter associated domain protein

Via homolog UniProt P26433 Formula C₇₈H₁₀₁Cl₆N₉O₁₈S₃
pchembl 7.50 ~31.6 nM
Mol. weight 1761.63 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3895518
UniProt (similar protein)
P26433
pchembl
7.500 (~31.6 nM)
Target protein
VK055_0145

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1761.63 Da
LogP (Crippen) 8.47
H-bond donors 6
H-bond acceptors 21
TPSA 318.60 Ų
Rotatable bonds 50
Aromatic rings 6 / 9
Heavy atoms 114
Fraction sp³ C 0.50
Formula C₇₈H₁₀₁Cl₆N₉O₁₈S₃

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 318.6
  • −1 ≤ LogP ≤ 5 8.47
Lipinski's Rule of Five Fail 4 violations
  • MW ≤ 500 Da 1761.6
  • LogP ≤ 5 8.47
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 21
Veber's rules Fail
  • Rotatable bonds ≤ 10 50
  • TPSA ≤ 140 Ų 318.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CN1Cc2c(Cl)cc(Cl)cc2[C@H](c2cccc(S(=O)(=O)NCCOCCOCCOCCNC(=O)CC(CC(=O)NCCOCCOCCOCCNS(=O)(=O)c3cccc([C@@H]4CN(C)Cc5c(Cl)cc(Cl)cc54)c3)C(=O)NCCOCCOCCOCCNS(=O)(=O)c3cccc([C@@H]4CN(C)Cc5c(Cl)cc(Cl)cc54)c3)c2)C1
InChI 
InChI=1S/C78H101Cl6N9O18S3/c1-91-48-67(64-42-58(79)45-73(82)70(64)51-91)54-7-4-10-61(37-54)112(97,98)88-16-22-106-28-34-109-31-25-103-19-13-85-76(94)40-57(78(96)87-15-21-105-27-33-111-36-30-108-24-18-90-114(101,102)63-12-6-9-56(39-63)69-50-93(3)53-72-66(69)44-60(81)47-75(72)84)41-77(95)86-14-20-104-26-32-110-35-29-107-23-17-89-113(99,100)62-11-5-8-55(38-62)68-49-92(2)52-71-65(68)43-59(80)46-74(71)83/h4-12,37-39,42-47,57,67-69,88-90H,13-36,40-41,48-53H2,1-3H3,(H,85,94)(H,86,95)(H,87,96)/t67-,68-,69-/m0/s1
InChIKey 
OELQKPBWJCRQOJ-AZOUZOSFSA-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)