Compound information

Natural Products
ZC2964785
Molecular Formula
C26H22FN7O3
Molecular Weight
499.176815784 g/mol
Structure
IUPAC Name
4-[4-[[5-fluoro-4-[3-(prop-2-enoylamino)anilino]pyrimidin-2-yl]amino]phenoxy]-N-methyl-pyridine-2-carboxamide
InChI
InChI=1S/C26H22FN7O3/c1-3-23(35)31-17-5-4-6-18(13-17)32-24-21(27)15-30-26(34-24)33-16-7-9-19(10-8-16)37-20-11-12-29-22(14-20)25(36)28-2/h3-15H,1H2,2H3,(H,28,36)(H,31,35)(H2,30,32,33,34)
InChI Key
VVLHQJDAUIPZFH-UHFFFAOYSA-N
SMILES
C=CC(=O)Nc1cccc(Nc2nc(Nc3ccc(Oc4ccnc(C(=O)NC)c4)cc3)ncc2F)c1
Source
ZINC000072317469

Warheads

Acrylamide


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 37 Ring Count 4
Heteroatom Count 11 Rotatable Bond Count 9
Hydrogen Bond Acceptor Count 8 Hydrogen Bond Donor Count 4
Topological Polar Surface Area 130.16 Å2 LogP 4.197
LogS -4.963 LogD 3.612


Absorption

Property Value Property Value
Pgp inhibitor 0.105 Pgp substrate 0.021
HIA 0.948 F20 % 0.949
F30 % 0.026 Caco-2 -5.216
MDCK -5.523


Distribution

Property Value Property Value
BBB Penetration 0.077 PPB 95.427
VD 1.105 Fu 2.182


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.99 CYP1A2 substrate 0.623
CYP2A6 substrate 0.229 CYP2B6 substrate 0.576
CYP2C19 inhibitor 0.63 CYP2C19 substrate 0.897
CYP2C8 substrate 0.869 CYP2C9 inhibitor 0.207
CYP2C9 substrate 0.881 CYP2D6 inhibitor 0.938
CYP2D6 substrate 0.76 CYP2E1 substrate 0.134
CYP3A4 inhibitor 0.879 CYP3A4 substrate 0.683


Excretion

Property Value Property Value
T1/2 0.524 CL 4.348


Toxicity

Property Value Property Value
hERG Blockers 0.144 Hepatotoxicity 0.997
Mutagenicity 0.09 Rat Oral Acute Toxicity 0.033
FDAMDD 0.953 Skin Sensitization 0.915
Carcinogenicity 0.163 Eye Corrosion 0.004
Eye Irritation 0.0 Respiratory Toxicity 0.971


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 1.158 IGC50 4.309
LC50FM -2.157 LC50DM 0.879


Tox21 Pathway

Property Value Property Value
NR-AR 0.588 NR-AR-LBD 0.379
NR-AhR 0.838 NR-Aromatase 0.204
NR-ER 0.915 NR-ER-LBD 0.594
NR-PPAR-gamma 0.9 SR-ARE 0.964
SR-ATAD5 0.904 SR-HSE 0.707
SR-MMP 0.965 SR-p53 0.946


Similar covalent inhibitors

CI003308

Similarity Score: 1.00

CI003641

Similarity Score: 0.79

CI003457

Similarity Score: 0.68

CI003642

Similarity Score: 0.65

CI006188

Similarity Score: 0.56

CI003635

Similarity Score: 0.54

CI003636

Similarity Score: 0.54

CI006184

Similarity Score: 0.53

CI003637

Similarity Score: 0.53

CI006186

Similarity Score: 0.52

CI006182

Similarity Score: 0.51

CI006187

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.