Compound information

Natural Products
ZC138718
Molecular Formula
C21H31N5O6
Molecular Weight
449.227433712 g/mol
Structure
IUPAC Name
benzyl N-[2-[[2-[[(1R)-2-[[(1R,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-HBUWYVDXSA-N
SMILES
CC[C@@H](C)[C@@H](NC(=O)[C@@H](C)NC(=O)CNC(=O)CNC(=O)OCc1ccccc1)C(N)=O
Source
ZINC000006631999

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 0.751
LogS -2.911 LogD 1.195


Absorption

Property Value Property Value
Pgp inhibitor 0.006 Pgp substrate 0.995
HIA 0.093 F20 % 0.381
F30 % 0.0 Caco-2 -5.654
MDCK -5.625


Distribution

Property Value Property Value
BBB Penetration 0.016 PPB 62.575
VD 0.258 Fu 0.502


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.0 CYP1A2 substrate 0.576
CYP2A6 substrate 0.358 CYP2B6 substrate 0.477
CYP2C19 inhibitor 0.395 CYP2C19 substrate 0.504
CYP2C8 substrate 0.558 CYP2C9 inhibitor 0.043
CYP2C9 substrate 0.982 CYP2D6 inhibitor 0.004
CYP2D6 substrate 0.448 CYP2E1 substrate 0.409
CYP3A4 inhibitor 0.058 CYP3A4 substrate 0.994


Excretion

Property Value Property Value
T1/2 0.716 CL 3.58


Toxicity

Property Value Property Value
hERG Blockers 0.009 Hepatotoxicity 0.027
Mutagenicity 0.05 Rat Oral Acute Toxicity 0.054
FDAMDD 0.02 Skin Sensitization 0.075
Carcinogenicity 0.004 Eye Corrosion 0.005
Eye Irritation 0.004 Respiratory Toxicity 0.021


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -2.243 IGC50 1.602
LC50FM 2.398 LC50DM 1.854


Tox21 Pathway

Property Value Property Value
NR-AR 0.248 NR-AR-LBD 0.36
NR-AhR 0.002 NR-Aromatase 0.027
NR-ER 0.333 NR-ER-LBD 0.287
NR-PPAR-gamma 0.227 SR-ARE 0.298
SR-ATAD5 0.337 SR-HSE 0.041
SR-MMP 0.005 SR-p53 0.055


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.