Compound information

Natural Products
ZC233531
Molecular Formula
C19H28N4O5
Molecular Weight
392.205969996 g/mol
Structure
IUPAC Name
benzyl N-[2-[[(1R)-2-[[(1R,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-WOSRLPQWSA-N
SMILES
CC[C@H](C)[C@@H](NC(=O)[C@@H](C)NC(=O)CNC(=O)OCc1ccccc1)C(N)=O
Source
ZINC000004574708

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 1.223
LogS -3.116 LogD 1.744


Absorption

Property Value Property Value
Pgp inhibitor 0.038 Pgp substrate 0.98
HIA 0.889 F20 % 0.987
F30 % 0.017 Caco-2 -5.72
MDCK -5.526


Distribution

Property Value Property Value
BBB Penetration 0.213 PPB 60.392
VD 0.293 Fu 0.648


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.004 CYP1A2 substrate 0.618
CYP2A6 substrate 0.306 CYP2B6 substrate 0.463
CYP2C19 inhibitor 0.329 CYP2C19 substrate 0.87
CYP2C8 substrate 0.591 CYP2C9 inhibitor 0.05
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.004
CYP2D6 substrate 0.736 CYP2E1 substrate 0.403
CYP3A4 inhibitor 0.018 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.64 CL 4.847


Toxicity

Property Value Property Value
hERG Blockers 0.01 Hepatotoxicity 0.056
Mutagenicity 0.019 Rat Oral Acute Toxicity 0.061
FDAMDD 0.025 Skin Sensitization 0.001
Carcinogenicity 0.006 Eye Corrosion 0.006
Eye Irritation 0.01 Respiratory Toxicity 0.013


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -1.722 IGC50 1.712
LC50FM 3.1 LC50DM 3.974


Tox21 Pathway

Property Value Property Value
NR-AR 0.206 NR-AR-LBD 0.399
NR-AhR 0.003 NR-Aromatase 0.025
NR-ER 0.364 NR-ER-LBD 0.311
NR-PPAR-gamma 0.263 SR-ARE 0.266
SR-ATAD5 0.327 SR-HSE 0.049
SR-MMP 0.007 SR-p53 0.026


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.