FALDAPREVIR

/static/temp/default.svg Search structure
Synonyms
Status
Molecule Category Free-form
ATC J05AP04
UNII 958X4J301A

Structure

InChI Key LLGDPTDZOVKFDU-XUHJSTDZSA-N
Smiles C=C[C@@H]1C[C@]1(NC(=O)[C@@H]1C[C@@H](Oc2cc(-c3csc(NC(=O)C(C)C)n3)nc3c(Br)c(OC)ccc23)CN1C(=O)[C@@H](NC(=O)OC1CCCC1)C(C)(C)C)C(=O)O
InChI
InChI=1S/C40H49BrN6O9S/c1-8-21-17-40(21,36(51)52)46-34(49)27-15-23(18-47(27)35(50)32(39(4,5)6)44-38(53)56-22-11-9-10-12-22)55-29-16-25(26-19-57-37(43-26)45-33(48)20(2)3)42-31-24(29)13-14-28(54-7)30(31)41/h8,13-14,16,19-23,27,32H,1,9-12,15,17-18H2,2-7H3,(H,44,53)(H,46,49)(H,51,52)(H,43,45,48)/t21-,23-,27+,32-,40-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C40H49BrN6O9S
Molecular Weight 869.84
AlogP 6.3
Hydrogen Bond Acceptor 11.0
Hydrogen Bond Donor 4.0
Number of Rotational Bond 13.0
Polar Surface Area 198.38
Molecular species ACID
Aromatic Rings 3.0
Heavy Atoms 57.0

Pharmacology

Mechanism of Action Action Reference
Hepatitis C virus serine protease, NS3/NS4A inhibitor INHIBITOR PubMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - - 20
Enzyme Kinase Protein Kinase AGC protein kinase group AGC protein kinase PKC family AGC protein kinase PKC alpha subfamily
- - - - 15
Enzyme Kinase Protein Kinase AGC protein kinase group AGC protein kinase PKC family AGC protein kinase PKC delta subfamily
- - - - 15
Enzyme Kinase Protein Kinase AGC protein kinase group AGC protein kinase PKC family AGC protein kinase PKC eta subfamily
- - - - 15
Enzyme Kinase Protein Kinase AGC protein kinase group AGC protein kinase PKC family AGC protein kinase PKC iota subfamily
- - - - 15
Enzyme Kinase Protein Kinase AGC protein kinase group AGC protein kinase PKC family
- - - - 15
Enzyme Phosphatase Protein Phosphatase Serine/threonine protein phosphatase
- - - - 50
Enzyme Protease Aspartic protease Aspartic protease AA clan Aspartic protease A1A subfamily
- - - - 43-74
Enzyme Protease Cysteine protease Cysteine protease CA clan Cysteine protease C1A family
- - - - 0-22
Enzyme Protease Cysteine protease Cysteine protease CA clan Cysteine protease C2 family
- - - - 18
Enzyme Protease Cysteine protease Cysteine protease CD clan Cysteine protease C14 family
- - - - 5-33
Enzyme Protease Metallo protease Metallo protease MAE clan Metallo protease M13 family
- - - - 3-14
Enzyme Protease Metallo protease Metallo protease MAE clan Metallo protease M2 family
- - - - 5-5
Enzyme Protease Metallo protease Metallo protease MAM clan Metallo protease M10A subfamily
- - - - 3-19
Enzyme Protease Metallo protease Metallo protease MAM clan Metallo protease M12B subfamily
- - - - 77
Enzyme Protease Serine protease Serine protease PA clan Serine protease S1A subfamily
- - - - 0-22
Enzyme Protease Serine protease Serine protease PA clan Serine protease S29 family Serine protease S29 regulatory subfamily
- - - 1.2-2.8 -
Enzyme Protease Serine protease Serine protease PA clan Serine protease S29 family
- - - 1.2-2.8 -
Enzyme Transferase
- - - - 78
Enzyme
- - - 1.2-2.8 0-22
Ion channel Ligand-gated ion channel 5HT3 receptor
- - - - 5
Ion channel Ligand-gated ion channel IP3 receptor
- - - - 0
Ion channel Ligand-gated ion channel Ionotropic glutamate receptor Glutamate receptor ionotropic delta-1
- - - - 38
Ion channel Voltage-gated ion channel Potassium channels Calcium-activated potassium channel
- - - - 2
Ion channel Voltage-gated ion channel Voltage-gated calcium channel
- - - - 6-17
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Lipid-like ligand receptor (family A GPCR) Prostanoid receptor
- - - - 47
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
- - - - 4-18
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Dopamine receptor
- - - - 1-39
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Histamine receptor
- - - - 3-21
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- - - - 3-22
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Nucleotide-like receptor (family A GPCR) Adenosine receptor
- - - - 2-23
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC06 neurotransmitter transporter family
- - - - 20
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Bos taurus
- - - - 1
Cavia porcellus
- - - - 18-23
Hepatitis C virus
3-6.5 3 - - -
Hepatitis C virus (isolate Con1)
3.1 - - - -
Hepatitis C virus (isolate H77)
6.5 - - - -
Hepatitis C virus subtype 1a
6.5-6.5 - - 1.2-1.2 -
Hepatitis C virus subtype 1b
3.1-6.5 - - 2.8-2.8 -
Hepatitis C virus subtype 2a
43-50 - - 21 -
Hepatitis C virus subtype 2b
- - - 64 -
Hepatitis C virus subtype 3a
- - - 230 -
Hepatitis C virus subtype 4a
- - - 1.8 -
Hepatitis C virus subtype 5a
- - - 5.8 -
Hepatitis C virus subtype 6a
- - - 6.1 -
Homo sapiens
- - - - 0-77
Mesocricetus auratus
- - - - 12
Mus musculus
- - - - 0
Oryctolagus cuniculus
- - - - 5
Rattus norvegicus
- - - - 0-78

Related Entries

Cross References

Resources Reference
ChEMBL CHEMBL1241348
DrugBank DB11808
FDA SRS 958X4J301A
PDB L4T
PharmGKB PA166128132
PubChem 42601552
SureChEMBL SCHEMBL222429
ZINC ZINC000150339145
CONTENTS