Compound information

Natural Products
ZC2874385
Molecular Formula
C22H28N2O3
Molecular Weight
368.209992756 g/mol
Structure
IUPAC Name
benzyl N-[(1S)-1-[(3,4-dimethylphenyl)carbamoyl]-3-methyl-butyl]carbamate
InChI
InChI=1S/C22H28N2O3/c1-15(2)12-20(21(25)23-19-11-10-16(3)17(4)13-19)24-22(26)27-14-18-8-6-5-7-9-18/h5-11,13,15,20H,12,14H2,1-4H3,(H,23,25)(H,24,26)/t20-/m0/s1
InChI Key
UEFYUDBQTMTRKB-FQEVSTJZSA-N
SMILES
Cc1ccc(NC(=O)[C@H](CC(C)C)NC(=O)OCc2ccccc2)cc1C
Source
ZINC000004595392

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 2
Topological Polar Surface Area 67.43 Å2 LogP 4.912
LogS -5.59 LogD 4.363


Absorption

Property Value Property Value
Pgp inhibitor 0.739 Pgp substrate 0.103
HIA 0.961 F20 % 0.989
F30 % 0.822 Caco-2 -4.988
MDCK -4.589


Distribution

Property Value Property Value
BBB Penetration 0.193 PPB 100.061
VD 0.566 Fu 1.97


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.995 CYP1A2 substrate 0.861
CYP2A6 substrate 0.814 CYP2B6 substrate 0.738
CYP2C19 inhibitor 0.995 CYP2C19 substrate 0.975
CYP2C8 substrate 0.94 CYP2C9 inhibitor 0.918
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.732
CYP2D6 substrate 0.985 CYP2E1 substrate 0.388
CYP3A4 inhibitor 0.61 CYP3A4 substrate 0.998


Excretion

Property Value Property Value
T1/2 0.625 CL 6.306


Toxicity

Property Value Property Value
hERG Blockers 0.006 Hepatotoxicity 0.987
Mutagenicity 0.92 Rat Oral Acute Toxicity 0.032
FDAMDD 0.35 Skin Sensitization 0.099
Carcinogenicity 0.123 Eye Corrosion 0.006
Eye Irritation 0.005 Respiratory Toxicity 0.003


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.784 IGC50 4.374
LC50FM 4.784 LC50DM 6.434


Tox21 Pathway

Property Value Property Value
NR-AR 0.177 NR-AR-LBD 0.199
NR-AhR 0.201 NR-Aromatase 0.142
NR-ER 0.638 NR-ER-LBD 0.38
NR-PPAR-gamma 0.48 SR-ARE 0.509
SR-ATAD5 0.608 SR-HSE 0.223
SR-MMP 0.859 SR-p53 0.452


Similar covalent inhibitors

CI000102

Similarity Score: 0.59

CI003018

Similarity Score: 0.57

CI006844

Similarity Score: 0.54

CI001971

Similarity Score: 0.54

CI001985

Similarity Score: 0.54

CI002024

Similarity Score: 0.54

CI001975

Similarity Score: 0.52

CI000108

Similarity Score: 0.51

CI000115

Similarity Score: 0.51

CI006112

Similarity Score: 0.51

CI003017

Similarity Score: 0.51

CI003024

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.