Compound information

Natural Products
ZC1662613
Molecular Formula
C15H20ClNO3
Molecular Weight
297.11317118 g/mol
Structure
IUPAC Name
benzyl N-[(1R)-1-(2-chloroacetyl)-3-methyl-butyl]carbamate
InChI
InChI=1S/C15H20ClNO3/c1-11(2)8-13(14(18)9-16)17-15(19)20-10-12-6-4-3-5-7-12/h3-7,11,13H,8-10H2,1-2H3,(H,17,19)/t13-/m1/s1
InChI Key
FZWQHSCPNKTIRU-CYBMUJFWSA-N
SMILES
CC(C)C[C@@H](NC(=O)OCc1ccccc1)C(=O)CCl
Source
ZINC000086860300

Warheads

Carbonyl
Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 20 Ring Count 1
Heteroatom Count 5 Rotatable Bond Count 7
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 55.4 Å2 LogP 3.23
LogS -3.815 LogD 2.983


Absorption

Property Value Property Value
Pgp inhibitor 0.201 Pgp substrate 0.006
HIA 0.964 F20 % 0.993
F30 % 0.948 Caco-2 -4.391
MDCK -4.614


Distribution

Property Value Property Value
BBB Penetration 0.965 PPB 51.764
VD 0.741 Fu 1.033


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.981 CYP1A2 substrate 0.627
CYP2A6 substrate 0.468 CYP2B6 substrate 0.627
CYP2C19 inhibitor 0.943 CYP2C19 substrate 0.8
CYP2C8 substrate 0.725 CYP2C9 inhibitor 0.728
CYP2C9 substrate 0.995 CYP2D6 inhibitor 0.007
CYP2D6 substrate 0.335 CYP2E1 substrate 0.292
CYP3A4 inhibitor 0.471 CYP3A4 substrate 0.998


Excretion

Property Value Property Value
T1/2 0.876 CL 6.673


Toxicity

Property Value Property Value
hERG Blockers 0.005 Hepatotoxicity 0.981
Mutagenicity 0.866 Rat Oral Acute Toxicity 0.038
FDAMDD 0.162 Skin Sensitization 0.956
Carcinogenicity 0.056 Eye Corrosion 0.485
Eye Irritation 0.332 Respiratory Toxicity 0.983


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.001 IGC50 3.571
LC50FM 4.631 LC50DM 5.674


Tox21 Pathway

Property Value Property Value
NR-AR 0.125 NR-AR-LBD 0.849
NR-AhR 0.003 NR-Aromatase 0.045
NR-ER 0.259 NR-ER-LBD 0.408
NR-PPAR-gamma 0.902 SR-ARE 0.904
SR-ATAD5 0.857 SR-HSE 0.284
SR-MMP 0.026 SR-p53 0.436


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Similar covalent drugs

No similar covalent drugs found for this compound.