Compound information

Natural Products
ZC138892
Molecular Formula
C21H31N5O6
Molecular Weight
449.227433712 g/mol
Structure
IUPAC Name
benzyl N-[2-[[2-[[(1S)-2-[[(1R,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-SUNYJGFJSA-N
SMILES
CC[C@H](C)[C@@H](NC(=O)[C@H](C)NC(=O)CNC(=O)CNC(=O)OCc1ccccc1)C(N)=O
Source
ZINC000101220202

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 0.747
LogS -2.876 LogD 1.328


Absorption

Property Value Property Value
Pgp inhibitor 0.0 Pgp substrate 0.987
HIA 0.056 F20 % 0.724
F30 % 0.0 Caco-2 -6.096
MDCK -5.712


Distribution

Property Value Property Value
BBB Penetration 0.787 PPB 71.223
VD 0.247 Fu 0.587


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.001 CYP1A2 substrate 0.52
CYP2A6 substrate 0.392 CYP2B6 substrate 0.504
CYP2C19 inhibitor 0.192 CYP2C19 substrate 0.818
CYP2C8 substrate 0.566 CYP2C9 inhibitor 0.003
CYP2C9 substrate 0.853 CYP2D6 inhibitor 0.008
CYP2D6 substrate 0.674 CYP2E1 substrate 0.298
CYP3A4 inhibitor 0.017 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.797 CL 3.58


Toxicity

Property Value Property Value
hERG Blockers 0.021 Hepatotoxicity 0.033
Mutagenicity 0.021 Rat Oral Acute Toxicity 0.063
FDAMDD 0.036 Skin Sensitization 0.001
Carcinogenicity 0.003 Eye Corrosion 0.006
Eye Irritation 0.001 Respiratory Toxicity 0.028


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -1.873 IGC50 1.361
LC50FM 1.851 LC50DM 1.669


Tox21 Pathway

Property Value Property Value
NR-AR 0.206 NR-AR-LBD 0.351
NR-AhR 0.002 NR-Aromatase 0.031
NR-ER 0.317 NR-ER-LBD 0.297
NR-PPAR-gamma 0.264 SR-ARE 0.289
SR-ATAD5 0.341 SR-HSE 0.098
SR-MMP 0.008 SR-p53 0.037


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.