Compound information

Natural Products
ZC1116700
Molecular Formula
C15H9NO3
Molecular Weight
251.058243148 g/mol
Structure
IUPAC Name
3-(4-nitrophenyl)-1-phenyl-prop-2-yn-1-one
InChI
InChI=1S/C15H9NO3/c17-15(13-4-2-1-3-5-13)11-8-12-6-9-14(10-7-12)16(18)19/h1-7,9-10H
InChI Key
QXLGFYFNZFZJOE-UHFFFAOYSA-N
SMILES
O=C(C#Cc1ccc([N+](=O)[O-])cc1)c1ccccc1
Source
ZINC000000275256

Warheads

Michael Acceptor


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 19 Ring Count 2
Heteroatom Count 4 Rotatable Bond Count 2
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 60.21 Å2 LogP 3.692
LogS -4.844 LogD 3.468


Absorption

Property Value Property Value
Pgp inhibitor 0.089 Pgp substrate 0.001
HIA 0.963 F20 % 0.99
F30 % 0.834 Caco-2 -4.651
MDCK -4.646


Distribution

Property Value Property Value
BBB Penetration 0.009 PPB 98.638
VD 0.432 Fu 1.75


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.993 CYP1A2 substrate 0.79
CYP2A6 substrate 0.896 CYP2B6 substrate 0.725
CYP2C19 inhibitor 0.697 CYP2C19 substrate 0.891
CYP2C8 substrate 0.671 CYP2C9 inhibitor 0.857
CYP2C9 substrate 0.091 CYP2D6 inhibitor 0.185
CYP2D6 substrate 0.37 CYP2E1 substrate 0.934
CYP3A4 inhibitor 0.042 CYP3A4 substrate 0.839


Excretion

Property Value Property Value
T1/2 0.675 CL 7.887


Toxicity

Property Value Property Value
hERG Blockers 0.012 Hepatotoxicity 0.999
Mutagenicity 0.725 Rat Oral Acute Toxicity 0.316
FDAMDD 0.718 Skin Sensitization 0.996
Carcinogenicity 0.799 Eye Corrosion 0.908
Eye Irritation 0.985 Respiratory Toxicity 0.975


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 1.209 IGC50 5.433
LC50FM 5.808 LC50DM 5.675


Tox21 Pathway

Property Value Property Value
NR-AR 0.478 NR-AR-LBD 0.301
NR-AhR 0.124 NR-Aromatase 0.625
NR-ER 0.784 NR-ER-LBD 0.619
NR-PPAR-gamma 0.486 SR-ARE 0.953
SR-ATAD5 0.69 SR-HSE 0.194
SR-MMP 0.653 SR-p53 0.614


Similar covalent inhibitors

CI006745

Similarity Score: 0.53



Similar covalent drugs

No similar covalent drugs found for this compound.