Compound information

Natural Products
ZC3148058
Molecular Formula
C27H28ClFN6O
Molecular Weight
506.199715416 g/mol
Structure
IUPAC Name
N-[4-(3-chloro-4-fluoro-anilino)-7-[3-methyl-3-(4-methylpiperazin-1-yl)but-1-ynyl]quinazolin-6-yl]prop-2-enamide
InChI
InChI=1S/C27H28ClFN6O/c1-5-25(36)33-23-16-20-24(30-17-31-26(20)32-19-6-7-22(29)21(28)15-19)14-18(23)8-9-27(2,3)35-12-10-34(4)11-13-35/h5-7,14-17H,1,10-13H2,2-4H3,(H,33,36)(H,30,31,32)
InChI Key
ZAJXXUDARPGGOC-UHFFFAOYSA-N
SMILES
C=CC(=O)Nc1cc2c(Nc3ccc(F)c(Cl)c3)ncnc2cc1C#CC(C)(C)N1CCN(C)CC1
Source
ZINC000022453472

Warheads

Acrylamide


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 36 Ring Count 4
Heteroatom Count 9 Rotatable Bond Count 5
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 73.39 Å2 LogP 4.975
LogS -4.558 LogD 4.237


Absorption

Property Value Property Value
Pgp inhibitor 0.995 Pgp substrate 0.048
HIA 0.96 F20 % 0.991
F30 % 0.847 Caco-2 -5.284
MDCK -4.996


Distribution

Property Value Property Value
BBB Penetration 0.044 PPB 94.643
VD 2.741 Fu 1.557


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.898 CYP1A2 substrate 0.789
CYP2A6 substrate 0.53 CYP2B6 substrate 0.695
CYP2C19 inhibitor 0.308 CYP2C19 substrate 0.835
CYP2C8 substrate 0.885 CYP2C9 inhibitor 0.123
CYP2C9 substrate 0.997 CYP2D6 inhibitor 0.5
CYP2D6 substrate 0.928 CYP2E1 substrate 0.577
CYP3A4 inhibitor 0.424 CYP3A4 substrate 0.998


Excretion

Property Value Property Value
T1/2 0.056 CL 6.925


Toxicity

Property Value Property Value
hERG Blockers 0.355 Hepatotoxicity 0.987
Mutagenicity 0.001 Rat Oral Acute Toxicity 0.278
FDAMDD 0.945 Skin Sensitization 0.213
Carcinogenicity 0.565 Eye Corrosion 0.002
Eye Irritation 0.0 Respiratory Toxicity 0.99


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.389 IGC50 4.417
LC50FM -2.742 LC50DM 5.743


Tox21 Pathway

Property Value Property Value
NR-AR 0.132 NR-AR-LBD 0.815
NR-AhR 0.809 NR-Aromatase 0.288
NR-ER 0.251 NR-ER-LBD 0.601
NR-PPAR-gamma 0.872 SR-ARE 0.974
SR-ATAD5 0.623 SR-HSE 0.863
SR-MMP 0.917 SR-p53 0.898


Similar covalent inhibitors

CI004906

Similarity Score: 1.00

CI003644

Similarity Score: 0.60

CI001456

Similarity Score: 0.57

CI000083

Similarity Score: 0.56

CI002132

Similarity Score: 0.56

CI002701

Similarity Score: 0.56

CI002161

Similarity Score: 0.55

CI002535

Similarity Score: 0.54

CI003549

Similarity Score: 0.53

CI002130

Similarity Score: 0.52

CI002140

Similarity Score: 0.52

CI003667

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.