Compound information

Natural Products
ZC138399
Molecular Formula
C21H31N5O6
Molecular Weight
449.227433712 g/mol
Structure
IUPAC Name
benzyl N-[2-[[2-[[(1R)-2-[[(1S,2S)-1-carbamoyl-2-methyl-butyl]amino]-1-methyl-2-oxo-ethyl]amino]-2-oxo-ethyl]amino]-2-oxo-ethyl]carbamate
InChI
InChI=1S/C21H31N5O6/c1-4-13(2)18(19(22)29)26-20(30)14(3)25-17(28)11-23-16(27)10-24-21(31)32-12-15-8-6-5-7-9-15/h5-9,13-14,18H,4,10-12H2,1-3H3,(H2,22,29)(H,23,27)(H,24,31)(H,25,28)(H,26,30)/t13-,14+,18-/m0/s1
InChI Key
NCZGUWKJUIKIAT-IYOUNJFTSA-N
SMILES
CC[C@H](C)[C@H](NC(=O)[C@@H](C)NC(=O)CNC(=O)CNC(=O)OCc1ccccc1)C(N)=O
Source
ZINC000006821388

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 32 Ring Count 1
Heteroatom Count 11 Rotatable Bond Count 12
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 5
Topological Polar Surface Area 168.72 Å2 LogP 0.618
LogS -2.715 LogD 1.083


Absorption

Property Value Property Value
Pgp inhibitor 0.0 Pgp substrate 0.989
HIA 0.011 F20 % 0.757
F30 % 0.0 Caco-2 -5.752
MDCK -5.648


Distribution

Property Value Property Value
BBB Penetration 0.967 PPB 69.156
VD 0.28 Fu 0.684


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.0 CYP1A2 substrate 0.613
CYP2A6 substrate 0.413 CYP2B6 substrate 0.551
CYP2C19 inhibitor 0.35 CYP2C19 substrate 0.908
CYP2C8 substrate 0.674 CYP2C9 inhibitor 0.014
CYP2C9 substrate 0.999 CYP2D6 inhibitor 0.013
CYP2D6 substrate 0.645 CYP2E1 substrate 0.281
CYP3A4 inhibitor 0.056 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.803 CL 3.54


Toxicity

Property Value Property Value
hERG Blockers 0.018 Hepatotoxicity 0.045
Mutagenicity 0.014 Rat Oral Acute Toxicity 0.039
FDAMDD 0.032 Skin Sensitization 0.005
Carcinogenicity 0.007 Eye Corrosion 0.006
Eye Irritation 0.003 Respiratory Toxicity 0.03


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -1.935 IGC50 1.535
LC50FM 1.874 LC50DM 1.635


Tox21 Pathway

Property Value Property Value
NR-AR 0.206 NR-AR-LBD 0.352
NR-AhR 0.002 NR-Aromatase 0.03
NR-ER 0.324 NR-ER-LBD 0.312
NR-PPAR-gamma 0.268 SR-ARE 0.272
SR-ATAD5 0.333 SR-HSE 0.077
SR-MMP 0.009 SR-p53 0.031


Similar covalent inhibitors

CI002878

Similarity Score: 0.54

CI002880

Similarity Score: 0.54

CI002927

Similarity Score: 0.53

CI002805

Similarity Score: 0.51

CI002807

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.