Compound information

Natural Products
ZC2876466
Molecular Formula
C22H28N2O3
Molecular Weight
368.209992756 g/mol
Structure
IUPAC Name
benzyl N-[(1R)-1-[(2,5-dimethylphenyl)carbamoyl]-3-methyl-butyl]carbamate
InChI
InChI=1S/C22H28N2O3/c1-15(2)12-20(21(25)23-19-13-16(3)10-11-17(19)4)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
SUEANTHISFKJTR-HXUWFJFHSA-N
SMILES
Cc1ccc(C)c(NC(=O)[C@@H](CC(C)C)NC(=O)OCc2ccccc2)c1
Source
ZINC000002176770

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 4.72
LogS -5.44 LogD 4.478


Absorption

Property Value Property Value
Pgp inhibitor 0.972 Pgp substrate 0.086
HIA 0.965 F20 % 0.991
F30 % 0.459 Caco-2 -4.734
MDCK -4.531


Distribution

Property Value Property Value
BBB Penetration 0.94 PPB 99.459
VD 0.578 Fu 1.784


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.993 CYP1A2 substrate 0.839
CYP2A6 substrate 0.697 CYP2B6 substrate 0.724
CYP2C19 inhibitor 0.994 CYP2C19 substrate 0.939
CYP2C8 substrate 0.939 CYP2C9 inhibitor 0.895
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.491
CYP2D6 substrate 0.945 CYP2E1 substrate 0.815
CYP3A4 inhibitor 0.909 CYP3A4 substrate 0.997


Excretion

Property Value Property Value
T1/2 0.672 CL 4.547


Toxicity

Property Value Property Value
hERG Blockers 0.006 Hepatotoxicity 0.934
Mutagenicity 0.774 Rat Oral Acute Toxicity 0.037
FDAMDD 0.305 Skin Sensitization 0.201
Carcinogenicity 0.04 Eye Corrosion 0.003
Eye Irritation 0.001 Respiratory Toxicity 0.003


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.091 IGC50 4.498
LC50FM 4.959 LC50DM 5.548


Tox21 Pathway

Property Value Property Value
NR-AR 0.199 NR-AR-LBD 0.238
NR-AhR 0.014 NR-Aromatase 0.064
NR-ER 0.33 NR-ER-LBD 0.344
NR-PPAR-gamma 0.366 SR-ARE 0.331
SR-ATAD5 0.404 SR-HSE 0.101
SR-MMP 0.2 SR-p53 0.054


Similar covalent inhibitors

CI000102

Similarity Score: 0.58

CI003017

Similarity Score: 0.57

CI006844

Similarity Score: 0.53

CI001971

Similarity Score: 0.53

CI001985

Similarity Score: 0.53

CI002024

Similarity Score: 0.53

CI003005

Similarity Score: 0.52

CI001975

Similarity Score: 0.51

CI003015

Similarity Score: 0.51

CI003018

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.