Ligand profile

FAB

Ligand co-crystallized with a similar protein (Protein Data Bank).

Bound to: VK055_0407 — acetolactate synthase, catabolic

Via homolog PDB 3e9y UniProt P17597 Formula C₃₁H₃₉N₉O₁₆P₂
Mol. weight 855.65 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
FAB
PDB
3e9y
UniProt (similar protein)
P17597
Target protein
VK055_0407

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 855.65 Da
LogP (Crippen) -2.87
H-bond donors 8
H-bond acceptors 22
TPSA 373.82 Ų
Rotatable bonds 14
Aromatic rings 3 / 6
Heavy atoms 58
Fraction sp³ C 0.48
Formula C₃₁H₃₉N₉O₁₆P₂

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 373.8
  • −1 ≤ LogP ≤ 5 -2.87
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 855.6
  • LogP ≤ 5 -2.87
  • H-bond donors ≤ 5 8
  • H-bond acceptors ≤ 10 22
Veber's rules Fail
  • Rotatable bonds ≤ 10 14
  • TPSA ≤ 140 Ų 373.8
PAINS Alert

Matches PAINS filter: acyl_het_A(9). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1cc2c(cc1C)[N+](=C3C(=O)NC(=O)N=C3N2C[C@@H]([C@@H]([C@@H](COP(=O)([O-])O[P@](=O)(O)OC[C@@H]4[C@H]([C@H]([C@@H](O4)n5cnc6c5ncnc6N)O)O)O)O)O)C(=O)C(C)C
InChI 
InChI=1S/C31H39N9O16P2/c1-12(2)29(47)40-16-6-14(4)13(3)5-15(16)38(27-21(40)28(46)37-31(48)36-27)7-17(41)22(43)18(42)8-53-57(49,50)56-58(51,52)54-9-19-23(44)24(45)30(55-19)39-11-35-20-25(32)33-10-34-26(20)39/h5-6,10-12,17-19,22-24,30,41-45H,7-9H2,1-4H3,(H4-,32,33,34,37,46,48,49,50,51,52)/t17-,18+,19+,22-,23+,24+,30+/m0/s1
InChIKey 
VVZGWZAMSAFRNS-UYOVOMPXSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Source
PDB
Binding sites
PF00205' 'PF02775' 'PF02776

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_0407.

PDB 38

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

Ligand PDB entry

ChEMBL 37

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)