Ligand profile

CHEMBL3935259

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0145 — transporter associated domain protein

Via homolog UniProt P26433 Formula C₇₈H₁₁₄Cl₂N₂₂O₁₈
pchembl 7.80 ~15.8 nM
Mol. weight 1718.81 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3935259
UniProt (similar protein)
P26433
pchembl
7.800 (~15.8 nM)
Target protein
VK055_0145

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1718.81 Da
LogP (Crippen) 0.74
H-bond donors 12
H-bond acceptors 28
TPSA 507.16 Ų
Rotatable bonds 59
Aromatic rings 6 / 8
Heavy atoms 120
Fraction sp³ C 0.54
Formula C₇₈H₁₁₄Cl₂N₂₂O₁₈

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 507.2
  • −1 ≤ LogP ≤ 5 0.74
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1718.8
  • LogP ≤ 5 0.74
  • H-bond donors ≤ 5 12
  • H-bond acceptors ≤ 10 28
Veber's rules Fail
  • Rotatable bonds ≤ 10 59
  • TPSA ≤ 140 Ų 507.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
NC(N)=Nc1nc(-c2ccc(N3CCN(CCOCCOCCOCCNC(=O)NCCOCCOCCNC(=O)CN(CCN(CC(=O)O)CC(=O)NCCOCCOCCNC(=O)NCCOCCOCCOCCN4CCN(c5ccc(-c6nc(N=C(N)N)nc7ccc(Cl)cc67)cc5)CC4)CC(=O)O)CC3)cc2)c2cc(Cl)ccc2n1
InChI 
InChI=1S/C78H114Cl2N22O18/c79-59-5-11-65-63(51-59)71(93-75(91-65)95-73(81)82)57-1-7-61(8-2-57)101-25-21-97(22-26-101)29-37-117-45-49-119-47-43-115-35-17-89-77(109)87-15-33-113-41-39-111-31-13-85-67(103)53-99(55-69(105)106)19-20-100(56-70(107)108)54-68(104)86-14-32-112-40-42-114-34-16-88-78(110)90-18-36-116-44-48-120-50-46-118-38-30-98-23-27-102(28-24-98)62-9-3-58(4-10-62)72-64-52-60(80)6-12-66(64)92-76(94-72)96-74(83)84/h1-12,51-52H,13-50,53-56H2,(H,85,103)(H,86,104)(H,105,106)(H,107,108)(H2,87,89,109)(H2,88,90,110)(H4,81,82,91,93,95)(H4,83,84,92,94,96)
InChIKey 
CAWRFGLWEYEAGM-UHFFFAOYSA-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)