Compound information

Natural Products
ZC2650521
Molecular Formula
C22H22FN5O3
Molecular Weight
423.170667784 g/mol
Structure
IUPAC Name
N-[3-[[5-fluoro-2-[4-(2-methoxyethoxy)anilino]pyrimidin-4-yl]amino]phenyl]prop-2-enamide
InChI
InChI=1S/C22H22FN5O3/c1-3-20(29)25-16-5-4-6-17(13-16)26-21-19(23)14-24-22(28-21)27-15-7-9-18(10-8-15)31-12-11-30-2/h3-10,13-14H,1,11-12H2,2H3,(H,25,29)(H2,24,26,27,28)
InChI Key
KXBDTLQSDKGAEB-UHFFFAOYSA-N
SMILES
C=CC(=O)Nc1cccc(Nc2nc(Nc3ccc(OCCOC)cc3)ncc2F)c1
Source
ZINC000072319585

Warheads

Acrylamide


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 31 Ring Count 3
Heteroatom Count 9 Rotatable Bond Count 10
Hydrogen Bond Acceptor Count 7 Hydrogen Bond Donor Count 3
Topological Polar Surface Area 97.4 Å2 LogP 3.994
LogS -4.183 LogD 3.469


Absorption

Property Value Property Value
Pgp inhibitor 0.099 Pgp substrate 0.532
HIA 0.957 F20 % 0.971
F30 % 0.141 Caco-2 -4.636
MDCK -4.82


Distribution

Property Value Property Value
BBB Penetration 0.108 PPB 93.276
VD 0.861 Fu 1.768


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.964 CYP1A2 substrate 0.719
CYP2A6 substrate 0.471 CYP2B6 substrate 0.588
CYP2C19 inhibitor 0.608 CYP2C19 substrate 0.887
CYP2C8 substrate 0.878 CYP2C9 inhibitor 0.049
CYP2C9 substrate 0.93 CYP2D6 inhibitor 0.943
CYP2D6 substrate 0.893 CYP2E1 substrate 0.367
CYP3A4 inhibitor 0.907 CYP3A4 substrate 0.793


Excretion

Property Value Property Value
T1/2 0.156 CL 7.895


Toxicity

Property Value Property Value
hERG Blockers 0.182 Hepatotoxicity 0.997
Mutagenicity 0.375 Rat Oral Acute Toxicity 0.09
FDAMDD 0.688 Skin Sensitization 0.896
Carcinogenicity 0.111 Eye Corrosion 0.002
Eye Irritation 0.001 Respiratory Toxicity 0.722


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 1.606 IGC50 3.892
LC50FM 3.38 LC50DM 4.874


Tox21 Pathway

Property Value Property Value
NR-AR 0.697 NR-AR-LBD 0.427
NR-AhR 0.926 NR-Aromatase 0.351
NR-ER 0.89 NR-ER-LBD 0.635
NR-PPAR-gamma 0.922 SR-ARE 0.953
SR-ATAD5 0.89 SR-HSE 0.902
SR-MMP 0.972 SR-p53 0.935


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