Compound information

Natural Products
ZC2892289
Molecular Formula
C22H20N2O4
Molecular Weight
376.14230712 g/mol
Structure
IUPAC Name
[4-[methyl(phenyl)carbamoyl]oxyphenyl] N-methyl-N-phenyl-carbamate
InChI
InChI=1S/C22H20N2O4/c1-23(17-9-5-3-6-10-17)21(25)27-19-13-15-20(16-14-19)28-22(26)24(2)18-11-7-4-8-12-18/h3-16H,1-2H3
InChI Key
AZHVWUCGKBNZAP-UHFFFAOYSA-N
SMILES
CN(C(=O)Oc1ccc(OC(=O)N(C)c2ccccc2)cc1)c1ccccc1
Source
ZINC000001122259

Warheads

Carbamate
Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 28 Ring Count 3
Heteroatom Count 6 Rotatable Bond Count 4
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 59.08 Å2 LogP 3.966
LogS -5.039 LogD 3.49


Absorption

Property Value Property Value
Pgp inhibitor 0.434 Pgp substrate 0.134
HIA 0.949 F20 % 0.83
F30 % 0.287 Caco-2 -4.683
MDCK -4.692


Distribution

Property Value Property Value
BBB Penetration 0.014 PPB 89.802
VD 1.168 Fu 1.829


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.109 CYP1A2 substrate 0.63
CYP2A6 substrate 0.448 CYP2B6 substrate 0.709
CYP2C19 inhibitor 0.942 CYP2C19 substrate 0.805
CYP2C8 substrate 0.783 CYP2C9 inhibitor 0.9
CYP2C9 substrate 0.352 CYP2D6 inhibitor 0.096
CYP2D6 substrate 0.818 CYP2E1 substrate 0.536
CYP3A4 inhibitor 0.035 CYP3A4 substrate 0.968


Excretion

Property Value Property Value
T1/2 0.807 CL 4.428


Toxicity

Property Value Property Value
hERG Blockers 0.859 Hepatotoxicity 0.916
Mutagenicity 0.218 Rat Oral Acute Toxicity 0.047
FDAMDD 0.473 Skin Sensitization 0.999
Carcinogenicity 0.889 Eye Corrosion 0.001
Eye Irritation 0.003 Respiratory Toxicity 0.681


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 2.311 IGC50 5.49
LC50FM 6.251 LC50DM 4.538


Tox21 Pathway

Property Value Property Value
NR-AR 0.525 NR-AR-LBD 0.23
NR-AhR 0.538 NR-Aromatase 0.17
NR-ER 0.939 NR-ER-LBD 0.584
NR-PPAR-gamma 0.688 SR-ARE 0.855
SR-ATAD5 0.723 SR-HSE 0.508
SR-MMP 0.804 SR-p53 0.753


Similar covalent inhibitors

CI005434

Similarity Score: 0.68

CI005432

Similarity Score: 0.62

CI005433

Similarity Score: 0.55



Similar covalent drugs

No similar covalent drugs found for this compound.