Compound information

Natural Products
ZC2604207
Molecular Formula
C22H28N2O3
Molecular Weight
368.209992756 g/mol
Structure
IUPAC Name
benzyl N-[(1R)-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-/m1/s1
InChI Key
HCGVDFBNRGMARN-YLJYHZDGSA-N
SMILES
CC(C)C[C@@H](NC(=O)[C@@H](C)NC(=O)OCc1ccccc1)c1ccccc1
Source
ZINC000024830423

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 4.228
LogS -4.796 LogD 4.366


Absorption

Property Value Property Value
Pgp inhibitor 0.859 Pgp substrate 0.05
HIA 0.965 F20 % 0.993
F30 % 0.702 Caco-2 -4.859
MDCK -4.773


Distribution

Property Value Property Value
BBB Penetration 0.177 PPB 88.527
VD 0.47 Fu 1.498


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.833 CYP1A2 substrate 0.766
CYP2A6 substrate 0.647 CYP2B6 substrate 0.61
CYP2C19 inhibitor 0.884 CYP2C19 substrate 0.898
CYP2C8 substrate 0.82 CYP2C9 inhibitor 0.878
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.05
CYP2D6 substrate 0.887 CYP2E1 substrate 0.54
CYP3A4 inhibitor 0.854 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.468 CL 4.769


Toxicity

Property Value Property Value
hERG Blockers 0.01 Hepatotoxicity 0.943
Mutagenicity 0.354 Rat Oral Acute Toxicity 0.409
FDAMDD 0.323 Skin Sensitization 0.0
Carcinogenicity 0.012 Eye Corrosion 0.003
Eye Irritation 0.003 Respiratory Toxicity 0.034


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.246 IGC50 3.918
LC50FM 3.999 LC50DM 5.455


Tox21 Pathway

Property Value Property Value
NR-AR 0.19 NR-AR-LBD 0.211
NR-AhR 0.004 NR-Aromatase 0.036
NR-ER 0.284 NR-ER-LBD 0.342
NR-PPAR-gamma 0.239 SR-ARE 0.25
SR-ATAD5 0.309 SR-HSE 0.089
SR-MMP 0.027 SR-p53 0.027


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.