Compound information

Natural Products
ZC1077349
Molecular Formula
C14H18N2O2
Molecular Weight
246.136827816 g/mol
Structure
IUPAC Name
benzyl N-[(1S)-1-cyano-3-methyl-butyl]carbamate
InChI
InChI=1S/C14H18N2O2/c1-11(2)8-13(9-15)16-14(17)18-10-12-6-4-3-5-7-12/h3-7,11,13H,8,10H2,1-2H3,(H,16,17)/t13-/m0/s1
InChI Key
NUAFACVILYYUDG-ZDUSSCGKSA-N
SMILES
CC(C)C[C@@H](C#N)NC(=O)OCc1ccccc1
Source
ZINC000002243523

Warheads

Nitrile
Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 18 Ring Count 1
Heteroatom Count 4 Rotatable Bond Count 5
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 62.12 Å2 LogP 3.053
LogS -3.69 LogD 3.145


Absorption

Property Value Property Value
Pgp inhibitor 0.19 Pgp substrate 0.01
HIA 0.967 F20 % 0.994
F30 % 0.143 Caco-2 -4.699
MDCK -4.61


Distribution

Property Value Property Value
BBB Penetration 0.874 PPB 66.149
VD 0.887 Fu 0.722


Metabolism

Property Value Property Value
CYP1A2 inhibitor 1.0 CYP1A2 substrate 0.787
CYP2A6 substrate 0.657 CYP2B6 substrate 0.673
CYP2C19 inhibitor 0.756 CYP2C19 substrate 0.95
CYP2C8 substrate 0.813 CYP2C9 inhibitor 0.701
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.007
CYP2D6 substrate 0.933 CYP2E1 substrate 0.296
CYP3A4 inhibitor 0.516 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.84 CL 6.427


Toxicity

Property Value Property Value
hERG Blockers 0.004 Hepatotoxicity 1.0
Mutagenicity 0.407 Rat Oral Acute Toxicity 0.176
FDAMDD 0.904 Skin Sensitization 0.009
Carcinogenicity 0.084 Eye Corrosion 0.036
Eye Irritation 0.724 Respiratory Toxicity 0.982


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.432 IGC50 3.067
LC50FM 5.059 LC50DM 6.852


Tox21 Pathway

Property Value Property Value
NR-AR 0.098 NR-AR-LBD 0.17
NR-AhR 0.004 NR-Aromatase 0.026
NR-ER 0.229 NR-ER-LBD 0.318
NR-PPAR-gamma 0.189 SR-ARE 0.016
SR-ATAD5 0.304 SR-HSE 0.099
SR-MMP 0.006 SR-p53 0.012


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Similar covalent drugs

No similar covalent drugs found for this compound.