Compound information

Natural Products
ZC1774885
Molecular Formula
C19H28N2O3
Molecular Weight
332.209992756 g/mol
Structure
IUPAC Name
benzyl N-[(1S)-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-/m0/s1
InChI Key
UQBYHYLSJXPFLH-KRWDZBQOSA-N
SMILES
CC(C)[C@H](NC(=O)OCc1ccccc1)C(=O)NC1CCCCC1
Source
ZINC000000346069

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 3.8
LogS -3.755 LogD 3.673


Absorption

Property Value Property Value
Pgp inhibitor 0.045 Pgp substrate 0.375
HIA 0.967 F20 % 0.993
F30 % 0.935 Caco-2 -4.576
MDCK -4.653


Distribution

Property Value Property Value
BBB Penetration 0.879 PPB 84.963
VD 0.748 Fu 1.806


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.075 CYP1A2 substrate 0.602
CYP2A6 substrate 0.661 CYP2B6 substrate 0.599
CYP2C19 inhibitor 0.848 CYP2C19 substrate 0.909
CYP2C8 substrate 0.761 CYP2C9 inhibitor 0.453
CYP2C9 substrate 0.275 CYP2D6 inhibitor 0.029
CYP2D6 substrate 0.271 CYP2E1 substrate 0.182
CYP3A4 inhibitor 0.709 CYP3A4 substrate 0.587


Excretion

Property Value Property Value
T1/2 0.496 CL 4.802


Toxicity

Property Value Property Value
hERG Blockers 0.068 Hepatotoxicity 0.878
Mutagenicity 0.013 Rat Oral Acute Toxicity 0.307
FDAMDD 0.188 Skin Sensitization 0.002
Carcinogenicity 0.007 Eye Corrosion 0.004
Eye Irritation 0.006 Respiratory Toxicity 0.021


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.156 IGC50 4.142
LC50FM 4.044 LC50DM 5.038


Tox21 Pathway

Property Value Property Value
NR-AR 0.13 NR-AR-LBD 0.177
NR-AhR 0.002 NR-Aromatase 0.069
NR-ER 0.254 NR-ER-LBD 0.346
NR-PPAR-gamma 0.293 SR-ARE 0.165
SR-ATAD5 0.334 SR-HSE 0.347
SR-MMP 0.133 SR-p53 0.056


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.