Compound information

Natural Products
ZC1967543
Molecular Formula
C22H28N2O4
Molecular Weight
384.204907376 g/mol
Structure
IUPAC Name
benzyl N-[(1R)-1-[2-(4-methoxyphenyl)ethylcarbamoyl]-2-methyl-propyl]carbamate
InChI
InChI=1S/C22H28N2O4/c1-16(2)20(24-22(26)28-15-18-7-5-4-6-8-18)21(25)23-14-13-17-9-11-19(27-3)12-10-17/h4-12,16,20H,13-15H2,1-3H3,(H,23,25)(H,24,26)/t20-/m1/s1
InChI Key
DJMOUYOOYDMGOI-HXUWFJFHSA-N
SMILES
COc1ccc(CCNC(=O)[C@H](NC(=O)OCc2ccccc2)C(C)C)cc1
Source
ZINC000032999954

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 28 Ring Count 2
Heteroatom Count 6 Rotatable Bond Count 9
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 76.66 Å2 LogP 3.589
LogS -3.924 LogD 4.067


Absorption

Property Value Property Value
Pgp inhibitor 0.947 Pgp substrate 0.005
HIA 0.965 F20 % 0.993
F30 % 0.094 Caco-2 -4.621
MDCK -4.711


Distribution

Property Value Property Value
BBB Penetration 0.074 PPB 75.966
VD 1.083 Fu 1.503


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.406 CYP1A2 substrate 0.775
CYP2A6 substrate 0.542 CYP2B6 substrate 0.618
CYP2C19 inhibitor 0.983 CYP2C19 substrate 0.847
CYP2C8 substrate 0.883 CYP2C9 inhibitor 0.874
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.307
CYP2D6 substrate 0.949 CYP2E1 substrate 0.329
CYP3A4 inhibitor 0.988 CYP3A4 substrate 0.954


Excretion

Property Value Property Value
T1/2 0.7 CL 6.927


Toxicity

Property Value Property Value
hERG Blockers 0.68 Hepatotoxicity 0.783
Mutagenicity 0.419 Rat Oral Acute Toxicity 0.074
FDAMDD 0.349 Skin Sensitization 0.016
Carcinogenicity 0.015 Eye Corrosion 0.003
Eye Irritation 0.0 Respiratory Toxicity 0.003


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.439 IGC50 4.222
LC50FM 4.166 LC50DM 5.448


Tox21 Pathway

Property Value Property Value
NR-AR 0.105 NR-AR-LBD 0.203
NR-AhR 0.006 NR-Aromatase 0.043
NR-ER 0.308 NR-ER-LBD 0.335
NR-PPAR-gamma 0.179 SR-ARE 0.247
SR-ATAD5 0.38 SR-HSE 0.115
SR-MMP 0.037 SR-p53 0.021


Similar covalent inhibitors

CI001455

Similarity Score: 0.56

CI003010

Similarity Score: 0.56

CI003026

Similarity Score: 0.54

CI003000

Similarity Score: 0.53

CI003038

Similarity Score: 0.52

CI001914

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.