Compound information

Natural Products
ZC1889589
Molecular Formula
C19H28N2O3
Molecular Weight
332.209992756 g/mol
Structure
IUPAC Name
benzyl N-[(1R)-1-(cyclohexylcarbamoyl)-2-methyl-propyl]carbamate
InChI
InChI=1S/C19H28N2O3/c1-14(2)17(18(22)20-16-11-7-4-8-12-16)21-19(23)24-13-15-9-5-3-6-10-15/h3,5-6,9-10,14,16-17H,4,7-8,11-13H2,1-2H3,(H,20,22)(H,21,23)/t17-/m1/s1
InChI Key
UQBYHYLSJXPFLH-QGZVFWFLSA-N
SMILES
CC(C)[C@@H](NC(=O)OCc1ccccc1)C(=O)NC1CCCCC1
Source
ZINC000000346072

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 24 Ring Count 2
Heteroatom Count 5 Rotatable Bond Count 6
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 67.43 Å2 LogP 3.869
LogS -3.885 LogD 3.846


Absorption

Property Value Property Value
Pgp inhibitor 0.125 Pgp substrate 0.841
HIA 0.969 F20 % 0.995
F30 % 0.526 Caco-2 -4.667
MDCK -4.715


Distribution

Property Value Property Value
BBB Penetration 0.597 PPB 75.347
VD 0.708 Fu 1.089


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.433 CYP1A2 substrate 0.456
CYP2A6 substrate 0.691 CYP2B6 substrate 0.591
CYP2C19 inhibitor 0.925 CYP2C19 substrate 0.752
CYP2C8 substrate 0.626 CYP2C9 inhibitor 0.489
CYP2C9 substrate 0.812 CYP2D6 inhibitor 0.017
CYP2D6 substrate 0.262 CYP2E1 substrate 0.161
CYP3A4 inhibitor 0.974 CYP3A4 substrate 0.587


Excretion

Property Value Property Value
T1/2 0.587 CL 4.47


Toxicity

Property Value Property Value
hERG Blockers 0.105 Hepatotoxicity 0.592
Mutagenicity 0.009 Rat Oral Acute Toxicity 0.43
FDAMDD 0.146 Skin Sensitization 0.003
Carcinogenicity 0.003 Eye Corrosion 0.002
Eye Irritation 0.004 Respiratory Toxicity 0.01


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.216 IGC50 3.981
LC50FM 4.189 LC50DM 4.911


Tox21 Pathway

Property Value Property Value
NR-AR 0.136 NR-AR-LBD 0.217
NR-AhR 0.004 NR-Aromatase 0.051
NR-ER 0.269 NR-ER-LBD 0.321
NR-PPAR-gamma 0.281 SR-ARE 0.127
SR-ATAD5 0.301 SR-HSE 0.175
SR-MMP 0.027 SR-p53 0.038


Similar covalent inhibitors

CI000827

Similarity Score: 0.54

CI000373

Similarity Score: 0.52

CI007861

Similarity Score: 0.52

CI000824

Similarity Score: 0.52

CI000823

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.