Compound information

Natural Products
ZC2598756
Molecular Formula
C22H28N2O3
Molecular Weight
368.209992756 g/mol
Structure
IUPAC Name
benzyl N-[(1S)-1-methyl-2-[[(1S)-3-methyl-1-phenyl-butyl]amino]-2-oxo-ethyl]carbamate
InChI
InChI=1S/C22H28N2O3/c1-16(2)14-20(19-12-8-5-9-13-19)24-21(25)17(3)23-22(26)27-15-18-10-6-4-7-11-18/h4-13,16-17,20H,14-15H2,1-3H3,(H,23,26)(H,24,25)/t17-,20-/m0/s1
InChI Key
HCGVDFBNRGMARN-PXNSSMCTSA-N
SMILES
CC(C)C[C@H](NC(=O)[C@H](C)NC(=O)OCc1ccccc1)c1ccccc1
Source
ZINC000023100110

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 27 Ring Count 2
Heteroatom Count 5 Rotatable Bond Count 8
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 67.43 Å2 LogP 4.248
LogS -5.122 LogD 4.172


Absorption

Property Value Property Value
Pgp inhibitor 0.034 Pgp substrate 0.106
HIA 0.962 F20 % 0.989
F30 % 0.541 Caco-2 -5.166
MDCK -4.686


Distribution

Property Value Property Value
BBB Penetration 0.022 PPB 98.721
VD 0.965 Fu 1.761


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.233 CYP1A2 substrate 0.828
CYP2A6 substrate 0.634 CYP2B6 substrate 0.691
CYP2C19 inhibitor 0.752 CYP2C19 substrate 0.98
CYP2C8 substrate 0.879 CYP2C9 inhibitor 0.608
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.309
CYP2D6 substrate 0.97 CYP2E1 substrate 0.135
CYP3A4 inhibitor 0.156 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.612 CL 5.857


Toxicity

Property Value Property Value
hERG Blockers 0.01 Hepatotoxicity 0.992
Mutagenicity 0.177 Rat Oral Acute Toxicity 0.179
FDAMDD 0.722 Skin Sensitization 0.001
Carcinogenicity 0.015 Eye Corrosion 0.007
Eye Irritation 0.003 Respiratory Toxicity 0.044


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 1.345 IGC50 3.958
LC50FM 3.839 LC50DM 6.445


Tox21 Pathway

Property Value Property Value
NR-AR 0.144 NR-AR-LBD 0.163
NR-AhR 0.003 NR-Aromatase 0.039
NR-ER 0.311 NR-ER-LBD 0.384
NR-PPAR-gamma 0.376 SR-ARE 0.162
SR-ATAD5 0.419 SR-HSE 0.158
SR-MMP 0.177 SR-p53 0.017


Similar covalent inhibitors

CI006112

Similarity Score: 0.56

CI000102

Similarity Score: 0.54

CI003014

Similarity Score: 0.53

CI002986

Similarity Score: 0.51

CI003021

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.