Compound information

Natural Products
ZC3088204
Molecular Formula
C24H26N2O3
Molecular Weight
390.194342692 g/mol
Structure
IUPAC Name
benzyl N-[(1S)-3-methyl-1-(2-naphthylcarbamoyl)butyl]carbamate
InChI
InChI=1S/C24H26N2O3/c1-17(2)14-22(26-24(28)29-16-18-8-4-3-5-9-18)23(27)25-21-13-12-19-10-6-7-11-20(19)15-21/h3-13,15,17,22H,14,16H2,1-2H3,(H,25,27)(H,26,28)/t22-/m0/s1
InChI Key
YHLNWQGRZLOYJV-QFIPXVFZSA-N
SMILES
CC(C)C[C@H](NC(=O)OCc1ccccc1)C(=O)Nc1ccc2ccccc2c1
Source
ZINC000002516263

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 29 Ring Count 3
Heteroatom Count 5 Rotatable Bond Count 7
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 67.43 Å2 LogP 5.148
LogS -6.38 LogD 4.659


Absorption

Property Value Property Value
Pgp inhibitor 0.15 Pgp substrate 0.087
HIA 0.966 F20 % 0.991
F30 % 0.39 Caco-2 -4.856
MDCK -4.749


Distribution

Property Value Property Value
BBB Penetration 0.018 PPB 99.123
VD 0.622 Fu 2.329


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.996 CYP1A2 substrate 0.86
CYP2A6 substrate 0.702 CYP2B6 substrate 0.734
CYP2C19 inhibitor 0.983 CYP2C19 substrate 0.967
CYP2C8 substrate 0.916 CYP2C9 inhibitor 0.842
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.713
CYP2D6 substrate 0.987 CYP2E1 substrate 0.347
CYP3A4 inhibitor 0.606 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.634 CL 5.577


Toxicity

Property Value Property Value
hERG Blockers 0.011 Hepatotoxicity 0.998
Mutagenicity 0.857 Rat Oral Acute Toxicity 0.042
FDAMDD 0.449 Skin Sensitization 0.34
Carcinogenicity 0.707 Eye Corrosion 0.009
Eye Irritation 0.013 Respiratory Toxicity 0.048


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 1.331 IGC50 4.763
LC50FM 4.988 LC50DM 6.559


Tox21 Pathway

Property Value Property Value
NR-AR 0.254 NR-AR-LBD 0.197
NR-AhR 0.835 NR-Aromatase 0.249
NR-ER 0.813 NR-ER-LBD 0.538
NR-PPAR-gamma 0.837 SR-ARE 0.708
SR-ATAD5 0.753 SR-HSE 0.533
SR-MMP 0.878 SR-p53 0.815


Similar covalent inhibitors

CI000102

Similarity Score: 0.59

CI006844

Similarity Score: 0.54

CI001971

Similarity Score: 0.54

CI001985

Similarity Score: 0.54

CI002024

Similarity Score: 0.54

CI003014

Similarity Score: 0.53

CI001975

Similarity Score: 0.52

CI000108

Similarity Score: 0.51

CI000115

Similarity Score: 0.51

CI002986

Similarity Score: 0.51

CI003021

Similarity Score: 0.51

CI003024

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.