Compound information

Natural Products
ZC1733044
Molecular Formula
C21H20N2O3
Molecular Weight
348.1473925 g/mol
Structure
IUPAC Name
2-[4-[(E)-3-(3,4-dihydro-1H-isoquinolin-2-yl)-3-oxo-prop-1-enyl]-2-methoxy-phenoxy]acetonitrile
InChI
InChI=1S/C21H20N2O3/c1-25-20-14-16(6-8-19(20)26-13-11-22)7-9-21(24)23-12-10-17-4-2-3-5-18(17)15-23/h2-9,14H,10,12-13,15H2,1H3/b9-7+
InChI Key
RGNFVFNPHKEJJW-VQHVLOKHSA-N
SMILES
COc1cc(/C=C/C(=O)N2CCc3ccccc3C2)ccc1OCC#N
Source
ZINC000003354568

Warheads

Nitrile


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 26 Ring Count 3
Heteroatom Count 5 Rotatable Bond Count 5
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 62.56 Å2 LogP 2.933
LogS -4.221 LogD 3.994


Absorption

Property Value Property Value
Pgp inhibitor 0.03 Pgp substrate 0.959
HIA 0.962 F20 % 0.345
F30 % 0.49 Caco-2 -4.559
MDCK -4.758


Distribution

Property Value Property Value
BBB Penetration 0.052 PPB 97.574
VD 0.836 Fu 1.418


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.999 CYP1A2 substrate 0.735
CYP2A6 substrate 0.553 CYP2B6 substrate 0.722
CYP2C19 inhibitor 0.751 CYP2C19 substrate 0.746
CYP2C8 substrate 0.842 CYP2C9 inhibitor 0.111
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.375
CYP2D6 substrate 0.939 CYP2E1 substrate 0.374
CYP3A4 inhibitor 0.925 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.675 CL 10.773


Toxicity

Property Value Property Value
hERG Blockers 0.119 Hepatotoxicity 0.988
Mutagenicity 0.002 Rat Oral Acute Toxicity 0.047
FDAMDD 0.693 Skin Sensitization 0.998
Carcinogenicity 0.202 Eye Corrosion 0.001
Eye Irritation 0.744 Respiratory Toxicity 0.891


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.581 IGC50 3.903
LC50FM 4.298 LC50DM 4.299


Tox21 Pathway

Property Value Property Value
NR-AR 0.238 NR-AR-LBD 0.727
NR-AhR 0.809 NR-Aromatase 0.085
NR-ER 0.834 NR-ER-LBD 0.572
NR-PPAR-gamma 0.53 SR-ARE 0.777
SR-ATAD5 0.905 SR-HSE 0.469
SR-MMP 0.161 SR-p53 0.768


Similar covalent inhibitors

CI006140

Similarity Score: 0.68

CI006138

Similarity Score: 0.67

CI006141

Similarity Score: 0.67

CI006124

Similarity Score: 0.66

CI006139

Similarity Score: 0.65



Similar covalent drugs

No similar covalent drugs found for this compound.