Compound information

Natural Products
ZC2598037
Molecular Formula
C22H28N2O3
Molecular Weight
368.209992756 g/mol
Structure
IUPAC Name
benzyl N-[(1S)-2-[(4-isopropylphenyl)methyl-methyl-amino]-1-methyl-2-oxo-ethyl]carbamate
InChI
InChI=1S/C22H28N2O3/c1-16(2)20-12-10-18(11-13-20)14-24(4)21(25)17(3)23-22(26)27-15-19-8-6-5-7-9-19/h5-13,16-17H,14-15H2,1-4H3,(H,23,26)/t17-/m0/s1
InChI Key
SFSGPMOJUXDWLW-KRWDZBQOSA-N
SMILES
CC(C)c1ccc(CN(C)C(=O)[C@H](C)NC(=O)OCc2ccccc2)cc1
Source
ZINC000003324309

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 27 Ring Count 2
Heteroatom Count 5 Rotatable Bond Count 7
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 58.64 Å2 LogP 3.968
LogS -4.854 LogD 3.788


Absorption

Property Value Property Value
Pgp inhibitor 0.431 Pgp substrate 0.827
HIA 0.968 F20 % 0.991
F30 % 0.502 Caco-2 -4.775
MDCK -4.654


Distribution

Property Value Property Value
BBB Penetration 0.057 PPB 99.372
VD 1.287 Fu 1.51


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.932 CYP1A2 substrate 0.8
CYP2A6 substrate 0.585 CYP2B6 substrate 0.727
CYP2C19 inhibitor 0.908 CYP2C19 substrate 0.956
CYP2C8 substrate 0.897 CYP2C9 inhibitor 0.245
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.473
CYP2D6 substrate 0.946 CYP2E1 substrate 0.196
CYP3A4 inhibitor 0.761 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.361 CL 7.767


Toxicity

Property Value Property Value
hERG Blockers 0.03 Hepatotoxicity 0.795
Mutagenicity 0.043 Rat Oral Acute Toxicity 0.043
FDAMDD 0.414 Skin Sensitization 0.011
Carcinogenicity 0.013 Eye Corrosion 0.001
Eye Irritation 0.0 Respiratory Toxicity 0.006


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.721 IGC50 4.416
LC50FM 4.283 LC50DM 5.038


Tox21 Pathway

Property Value Property Value
NR-AR 0.156 NR-AR-LBD 0.18
NR-AhR 0.015 NR-Aromatase 0.032
NR-ER 0.271 NR-ER-LBD 0.33
NR-PPAR-gamma 0.171 SR-ARE 0.361
SR-ATAD5 0.353 SR-HSE 0.099
SR-MMP 0.008 SR-p53 0.014


Similar covalent inhibitors

CI003021

Similarity Score: 0.56

CI002988

Similarity Score: 0.55

CI002997

Similarity Score: 0.54

CI003007

Similarity Score: 0.53

CI003044

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.