Compound information

Natural Products
ZC138817
Molecular Formula
C21H31N5O6
Molecular Weight
449.227433712 g/mol
Structure
IUPAC Name
benzyl N-[2-[[2-[[(1R)-2-[[(1S,2R)-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+/m1/s1
InChI Key
NCZGUWKJUIKIAT-LBTNJELSSA-N
SMILES
CC[C@@H](C)[C@H](NC(=O)[C@@H](C)NC(=O)CNC(=O)CNC(=O)OCc1ccccc1)C(N)=O
Source
ZINC000006631982

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 0.653
LogS -2.933 LogD 1.024


Absorption

Property Value Property Value
Pgp inhibitor 0.0 Pgp substrate 0.98
HIA 0.024 F20 % 0.447
F30 % 0.0 Caco-2 -5.744
MDCK -5.64


Distribution

Property Value Property Value
BBB Penetration 0.437 PPB 65.836
VD 0.224 Fu 0.652


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.0 CYP1A2 substrate 0.637
CYP2A6 substrate 0.431 CYP2B6 substrate 0.56
CYP2C19 inhibitor 0.316 CYP2C19 substrate 0.835
CYP2C8 substrate 0.683 CYP2C9 inhibitor 0.056
CYP2C9 substrate 0.986 CYP2D6 inhibitor 0.005
CYP2D6 substrate 0.517 CYP2E1 substrate 0.39
CYP3A4 inhibitor 0.043 CYP3A4 substrate 0.998


Excretion

Property Value Property Value
T1/2 0.757 CL 3.835


Toxicity

Property Value Property Value
hERG Blockers 0.013 Hepatotoxicity 0.03
Mutagenicity 0.024 Rat Oral Acute Toxicity 0.047
FDAMDD 0.029 Skin Sensitization 0.043
Carcinogenicity 0.009 Eye Corrosion 0.006
Eye Irritation 0.002 Respiratory Toxicity 0.021


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -2.016 IGC50 1.625
LC50FM 1.832 LC50DM 2.159


Tox21 Pathway

Property Value Property Value
NR-AR 0.236 NR-AR-LBD 0.36
NR-AhR 0.002 NR-Aromatase 0.028
NR-ER 0.336 NR-ER-LBD 0.296
NR-PPAR-gamma 0.225 SR-ARE 0.271
SR-ATAD5 0.329 SR-HSE 0.064
SR-MMP 0.008 SR-p53 0.043


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.