Compound information

Natural Products
ZC2881792
Molecular Formula
C22H28N2O3
Molecular Weight
368.209992756 g/mol
Structure
IUPAC Name
benzyl N-[(1S)-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-/m0/s1
InChI Key
SUEANTHISFKJTR-FQEVSTJZSA-N
SMILES
Cc1ccc(C)c(NC(=O)[C@H](CC(C)C)NC(=O)OCc2ccccc2)c1
Source
ZINC000002176771

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 4.645
LogS -5.186 LogD 4.364


Absorption

Property Value Property Value
Pgp inhibitor 0.92 Pgp substrate 0.113
HIA 0.964 F20 % 0.989
F30 % 0.641 Caco-2 -4.654
MDCK -4.472


Distribution

Property Value Property Value
BBB Penetration 0.44 PPB 99.626
VD 0.779 Fu 1.946


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.996 CYP1A2 substrate 0.854
CYP2A6 substrate 0.786 CYP2B6 substrate 0.742
CYP2C19 inhibitor 0.995 CYP2C19 substrate 0.976
CYP2C8 substrate 0.948 CYP2C9 inhibitor 0.892
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.373
CYP2D6 substrate 0.987 CYP2E1 substrate 0.366
CYP3A4 inhibitor 0.616 CYP3A4 substrate 0.998


Excretion

Property Value Property Value
T1/2 0.714 CL 5.421


Toxicity

Property Value Property Value
hERG Blockers 0.004 Hepatotoxicity 0.966
Mutagenicity 0.839 Rat Oral Acute Toxicity 0.03
FDAMDD 0.314 Skin Sensitization 0.05
Carcinogenicity 0.045 Eye Corrosion 0.006
Eye Irritation 0.002 Respiratory Toxicity 0.002


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.729 IGC50 4.254
LC50FM 4.763 LC50DM 5.658


Tox21 Pathway

Property Value Property Value
NR-AR 0.15 NR-AR-LBD 0.202
NR-AhR 0.014 NR-Aromatase 0.096
NR-ER 0.478 NR-ER-LBD 0.408
NR-PPAR-gamma 0.577 SR-ARE 0.355
SR-ATAD5 0.533 SR-HSE 0.218
SR-MMP 0.543 SR-p53 0.197


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.