Compound information

Natural Products
ZC2881846
Molecular Formula
C22H28N2O3
Molecular Weight
368.209992756 g/mol
Structure
IUPAC Name
benzyl N-[(1R)-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-/m1/s1
InChI Key
UEFYUDBQTMTRKB-HXUWFJFHSA-N
SMILES
Cc1ccc(NC(=O)[C@@H](CC(C)C)NC(=O)OCc2ccccc2)cc1C
Source
ZINC000004595390

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 4.973
LogS -5.662 LogD 4.545


Absorption

Property Value Property Value
Pgp inhibitor 0.928 Pgp substrate 0.041
HIA 0.963 F20 % 0.991
F30 % 0.484 Caco-2 -4.863
MDCK -4.55


Distribution

Property Value Property Value
BBB Penetration 0.847 PPB 99.989
VD 0.536 Fu 1.789


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.987 CYP1A2 substrate 0.843
CYP2A6 substrate 0.723 CYP2B6 substrate 0.713
CYP2C19 inhibitor 0.994 CYP2C19 substrate 0.931
CYP2C8 substrate 0.929 CYP2C9 inhibitor 0.903
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.796
CYP2D6 substrate 0.938 CYP2E1 substrate 0.867
CYP3A4 inhibitor 0.894 CYP3A4 substrate 0.996


Excretion

Property Value Property Value
T1/2 0.589 CL 5.312


Toxicity

Property Value Property Value
hERG Blockers 0.007 Hepatotoxicity 0.96
Mutagenicity 0.895 Rat Oral Acute Toxicity 0.052
FDAMDD 0.332 Skin Sensitization 0.251
Carcinogenicity 0.114 Eye Corrosion 0.003
Eye Irritation 0.001 Respiratory Toxicity 0.004


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.159 IGC50 4.644
LC50FM 4.966 LC50DM 6.405


Tox21 Pathway

Property Value Property Value
NR-AR 0.217 NR-AR-LBD 0.233
NR-AhR 0.1 NR-Aromatase 0.081
NR-ER 0.455 NR-ER-LBD 0.349
NR-PPAR-gamma 0.318 SR-ARE 0.496
SR-ATAD5 0.488 SR-HSE 0.097
SR-MMP 0.792 SR-p53 0.123


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.