Compound information

Natural Products
ZC454390
Molecular Formula
C14H20N2O3
Molecular Weight
264.1473925 g/mol
Structure
IUPAC Name
benzyl N-[(1S,2S)-1-carbamoyl-2-methyl-butyl]carbamate
InChI
InChI=1S/C14H20N2O3/c1-3-10(2)12(13(15)17)16-14(18)19-9-11-7-5-4-6-8-11/h4-8,10,12H,3,9H2,1-2H3,(H2,15,17)(H,16,18)/t10-,12-/m0/s1
InChI Key
PDGQPWKDTCRXMR-JQWIXIFHSA-N
SMILES
CC[C@H](C)[C@H](NC(=O)OCc1ccccc1)C(N)=O
Source
ZINC000002561186

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 19 Ring Count 1
Heteroatom Count 5 Rotatable Bond Count 6
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 81.42 Å2 LogP 1.918
LogS -2.831 LogD 2.3


Absorption

Property Value Property Value
Pgp inhibitor 0.011 Pgp substrate 0.011
HIA 0.965 F20 % 0.994
F30 % 0.88 Caco-2 -4.775
MDCK -4.542


Distribution

Property Value Property Value
BBB Penetration 0.641 PPB 71.663
VD 0.699 Fu 0.872


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.072 CYP1A2 substrate 0.735
CYP2A6 substrate 0.526 CYP2B6 substrate 0.675
CYP2C19 inhibitor 0.269 CYP2C19 substrate 0.961
CYP2C8 substrate 0.803 CYP2C9 inhibitor 0.075
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.04
CYP2D6 substrate 0.971 CYP2E1 substrate 0.267
CYP3A4 inhibitor 0.056 CYP3A4 substrate 0.997


Excretion

Property Value Property Value
T1/2 0.594 CL 7.868


Toxicity

Property Value Property Value
hERG Blockers 0.002 Hepatotoxicity 0.836
Mutagenicity 0.054 Rat Oral Acute Toxicity 0.023
FDAMDD 0.061 Skin Sensitization 0.0
Carcinogenicity 0.106 Eye Corrosion 0.006
Eye Irritation 0.431 Respiratory Toxicity 0.002


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.437 IGC50 2.605
LC50FM 3.444 LC50DM 5.042


Tox21 Pathway

Property Value Property Value
NR-AR 0.1 NR-AR-LBD 0.208
NR-AhR 0.003 NR-Aromatase 0.059
NR-ER 0.275 NR-ER-LBD 0.327
NR-PPAR-gamma 0.206 SR-ARE 0.035
SR-ATAD5 0.341 SR-HSE 0.149
SR-MMP 0.008 SR-p53 0.016


Similar covalent inhibitors

CI002992

Similarity Score: 0.52

CI002986

Similarity Score: 0.51

CI002993

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.