Compound information

Natural Products
ZC231357
Molecular Formula
C19H28N4O5
Molecular Weight
392.205969996 g/mol
Structure
IUPAC Name
benzyl N-[2-[[(1S)-2-[[(1S,2S)-1-carbamoyl-2-methyl-butyl]amino]-1-methyl-2-oxo-ethyl]amino]-2-oxo-ethyl]carbamate
InChI
InChI=1S/C19H28N4O5/c1-4-12(2)16(17(20)25)23-18(26)13(3)22-15(24)10-21-19(27)28-11-14-8-6-5-7-9-14/h5-9,12-13,16H,4,10-11H2,1-3H3,(H2,20,25)(H,21,27)(H,22,24)(H,23,26)/t12-,13-,16-/m0/s1
InChI Key
ZJNITTSQIVIBPV-XEZPLFJOSA-N
SMILES
CC[C@H](C)[C@H](NC(=O)[C@H](C)NC(=O)CNC(=O)OCc1ccccc1)C(N)=O
Source
ZINC000101220192

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 28 Ring Count 1
Heteroatom Count 9 Rotatable Bond Count 10
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 4
Topological Polar Surface Area 139.62 Å2 LogP 1.13
LogS -2.759 LogD 1.664


Absorption

Property Value Property Value
Pgp inhibitor 0.0 Pgp substrate 0.31
HIA 0.477 F20 % 0.988
F30 % 0.005 Caco-2 -6.423
MDCK -5.569


Distribution

Property Value Property Value
BBB Penetration 0.147 PPB 79.838
VD 0.513 Fu 0.682


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.002 CYP1A2 substrate 0.619
CYP2A6 substrate 0.444 CYP2B6 substrate 0.594
CYP2C19 inhibitor 0.183 CYP2C19 substrate 0.965
CYP2C8 substrate 0.778 CYP2C9 inhibitor 0.003
CYP2C9 substrate 0.999 CYP2D6 inhibitor 0.018
CYP2D6 substrate 0.798 CYP2E1 substrate 0.222
CYP3A4 inhibitor 0.036 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.724 CL 4.899


Toxicity

Property Value Property Value
hERG Blockers 0.019 Hepatotoxicity 0.08
Mutagenicity 0.005 Rat Oral Acute Toxicity 0.086
FDAMDD 0.051 Skin Sensitization 0.0
Carcinogenicity 0.009 Eye Corrosion 0.009
Eye Irritation 0.007 Respiratory Toxicity 0.011


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.771 IGC50 1.674
LC50FM 2.778 LC50DM 4.939


Tox21 Pathway

Property Value Property Value
NR-AR 0.13 NR-AR-LBD 0.305
NR-AhR 0.002 NR-Aromatase 0.054
NR-ER 0.334 NR-ER-LBD 0.363
NR-PPAR-gamma 0.309 SR-ARE 0.226
SR-ATAD5 0.33 SR-HSE 0.172
SR-MMP 0.009 SR-p53 0.024


Similar covalent inhibitors

CI002805

Similarity Score: 0.53

CI002807

Similarity Score: 0.53

CI002863

Similarity Score: 0.51

CI002878

Similarity Score: 0.51

CI002880

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.