Compound information

Natural Products
ZC1976921
Molecular Formula
C22H28N2O4
Molecular Weight
384.204907376 g/mol
Structure
IUPAC Name
benzyl N-[(1S)-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-/m0/s1
InChI Key
DJMOUYOOYDMGOI-FQEVSTJZSA-N
SMILES
COc1ccc(CCNC(=O)[C@@H](NC(=O)OCc2ccccc2)C(C)C)cc1
Source
ZINC000032999953

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 3.562
LogS -3.786 LogD 3.999


Absorption

Property Value Property Value
Pgp inhibitor 0.889 Pgp substrate 0.008
HIA 0.963 F20 % 0.993
F30 % 0.849 Caco-2 -4.514
MDCK -4.707


Distribution

Property Value Property Value
BBB Penetration 0.074 PPB 97.091
VD 1.162 Fu 1.907


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.442 CYP1A2 substrate 0.805
CYP2A6 substrate 0.51 CYP2B6 substrate 0.659
CYP2C19 inhibitor 0.977 CYP2C19 substrate 0.954
CYP2C8 substrate 0.922 CYP2C9 inhibitor 0.944
CYP2C9 substrate 0.971 CYP2D6 inhibitor 0.19
CYP2D6 substrate 0.967 CYP2E1 substrate 0.356
CYP3A4 inhibitor 0.934 CYP3A4 substrate 0.971


Excretion

Property Value Property Value
T1/2 0.612 CL 7.531


Toxicity

Property Value Property Value
hERG Blockers 0.191 Hepatotoxicity 0.879
Mutagenicity 0.344 Rat Oral Acute Toxicity 0.062
FDAMDD 0.41 Skin Sensitization 0.006
Carcinogenicity 0.047 Eye Corrosion 0.003
Eye Irritation 0.0 Respiratory Toxicity 0.006


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.125 IGC50 4.327
LC50FM 4.059 LC50DM 5.784


Tox21 Pathway

Property Value Property Value
NR-AR 0.094 NR-AR-LBD 0.162
NR-AhR 0.004 NR-Aromatase 0.043
NR-ER 0.424 NR-ER-LBD 0.342
NR-PPAR-gamma 0.183 SR-ARE 0.271
SR-ATAD5 0.45 SR-HSE 0.161
SR-MMP 0.208 SR-p53 0.025


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.