Compound information

Natural Products
ZC2607502
Molecular Formula
C22H28N2O3
Molecular Weight
368.209992756 g/mol
Structure
IUPAC Name
benzyl N-[(1S)-1-methyl-2-[[(1R)-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-FXAWDEMLSA-N
SMILES
CC(C)C[C@@H](NC(=O)[C@H](C)NC(=O)OCc1ccccc1)c1ccccc1
Source
ZINC000023100108

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 4.256
LogS -4.944 LogD 4.234


Absorption

Property Value Property Value
Pgp inhibitor 0.163 Pgp substrate 0.044
HIA 0.965 F20 % 0.99
F30 % 0.791 Caco-2 -4.923
MDCK -4.689


Distribution

Property Value Property Value
BBB Penetration 0.326 PPB 97.721
VD 0.56 Fu 1.61


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.418 CYP1A2 substrate 0.829
CYP2A6 substrate 0.681 CYP2B6 substrate 0.648
CYP2C19 inhibitor 0.738 CYP2C19 substrate 0.966
CYP2C8 substrate 0.87 CYP2C9 inhibitor 0.433
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.141
CYP2D6 substrate 0.952 CYP2E1 substrate 0.19
CYP3A4 inhibitor 0.386 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.507 CL 4.825


Toxicity

Property Value Property Value
hERG Blockers 0.004 Hepatotoxicity 0.968
Mutagenicity 0.178 Rat Oral Acute Toxicity 0.259
FDAMDD 0.528 Skin Sensitization 0.0
Carcinogenicity 0.012 Eye Corrosion 0.005
Eye Irritation 0.002 Respiratory Toxicity 0.041


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.52 IGC50 3.977
LC50FM 3.904 LC50DM 5.755


Tox21 Pathway

Property Value Property Value
NR-AR 0.158 NR-AR-LBD 0.18
NR-AhR 0.003 NR-Aromatase 0.045
NR-ER 0.281 NR-ER-LBD 0.383
NR-PPAR-gamma 0.243 SR-ARE 0.194
SR-ATAD5 0.356 SR-HSE 0.139
SR-MMP 0.055 SR-p53 0.02


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.