Compound information

Natural Products
ZC233143
Molecular Formula
C19H28N4O5
Molecular Weight
392.205969996 g/mol
Structure
IUPAC Name
benzyl N-[2-[[(1R)-2-[[(1R,2R)-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-/m1/s1
InChI Key
ZJNITTSQIVIBPV-XJKCOSOUSA-N
SMILES
CC[C@@H](C)[C@@H](NC(=O)[C@@H](C)NC(=O)CNC(=O)OCc1ccccc1)C(N)=O
Source
ZINC000004574707

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 1.273
LogS -3.105 LogD 1.877


Absorption

Property Value Property Value
Pgp inhibitor 0.054 Pgp substrate 0.973
HIA 0.891 F20 % 0.985
F30 % 0.014 Caco-2 -5.744
MDCK -5.473


Distribution

Property Value Property Value
BBB Penetration 0.007 PPB 62.406
VD 0.303 Fu 0.546


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.003 CYP1A2 substrate 0.619
CYP2A6 substrate 0.324 CYP2B6 substrate 0.479
CYP2C19 inhibitor 0.384 CYP2C19 substrate 0.638
CYP2C8 substrate 0.61 CYP2C9 inhibitor 0.068
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.002
CYP2D6 substrate 0.581 CYP2E1 substrate 0.412
CYP3A4 inhibitor 0.045 CYP3A4 substrate 0.994


Excretion

Property Value Property Value
T1/2 0.54 CL 5.099


Toxicity

Property Value Property Value
hERG Blockers 0.011 Hepatotoxicity 0.029
Mutagenicity 0.034 Rat Oral Acute Toxicity 0.07
FDAMDD 0.023 Skin Sensitization 0.002
Carcinogenicity 0.005 Eye Corrosion 0.005
Eye Irritation 0.014 Respiratory Toxicity 0.009


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -1.753 IGC50 1.801
LC50FM 3.07 LC50DM 4.101


Tox21 Pathway

Property Value Property Value
NR-AR 0.227 NR-AR-LBD 0.401
NR-AhR 0.003 NR-Aromatase 0.024
NR-ER 0.365 NR-ER-LBD 0.314
NR-PPAR-gamma 0.237 SR-ARE 0.273
SR-ATAD5 0.323 SR-HSE 0.042
SR-MMP 0.007 SR-p53 0.038


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.