Compound information

Natural Products
ZC232192
Molecular Formula
C19H28N4O5
Molecular Weight
392.205969996 g/mol
Structure
IUPAC Name
benzyl N-[2-[[(1S)-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-HEHGZKQESA-N
SMILES
CC[C@H](C)[C@@H](NC(=O)[C@H](C)NC(=O)CNC(=O)OCc1ccccc1)C(N)=O
Source
ZINC000101220196

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 1.225
LogS -3.147 LogD 1.915


Absorption

Property Value Property Value
Pgp inhibitor 0.001 Pgp substrate 0.902
HIA 0.827 F20 % 0.988
F30 % 0.005 Caco-2 -6.209
MDCK -5.598


Distribution

Property Value Property Value
BBB Penetration 0.796 PPB 69.215
VD 0.325 Fu 0.567


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.004 CYP1A2 substrate 0.573
CYP2A6 substrate 0.363 CYP2B6 substrate 0.52
CYP2C19 inhibitor 0.211 CYP2C19 substrate 0.905
CYP2C8 substrate 0.647 CYP2C9 inhibitor 0.007
CYP2C9 substrate 0.988 CYP2D6 inhibitor 0.008
CYP2D6 substrate 0.768 CYP2E1 substrate 0.276
CYP3A4 inhibitor 0.014 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.665 CL 5.041


Toxicity

Property Value Property Value
hERG Blockers 0.019 Hepatotoxicity 0.05
Mutagenicity 0.014 Rat Oral Acute Toxicity 0.084
FDAMDD 0.039 Skin Sensitization 0.0
Carcinogenicity 0.005 Eye Corrosion 0.008
Eye Irritation 0.005 Respiratory Toxicity 0.011


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -1.242 IGC50 1.593
LC50FM 3.021 LC50DM 4.371


Tox21 Pathway

Property Value Property Value
NR-AR 0.168 NR-AR-LBD 0.353
NR-AhR 0.002 NR-Aromatase 0.032
NR-ER 0.347 NR-ER-LBD 0.329
NR-PPAR-gamma 0.302 SR-ARE 0.225
SR-ATAD5 0.327 SR-HSE 0.099
SR-MMP 0.008 SR-p53 0.02


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.