Compound information

Natural Products
ZC138813
Molecular Formula
C21H31N5O6
Molecular Weight
449.227433712 g/mol
Structure
IUPAC Name
benzyl N-[2-[[2-[[(1R)-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-PMUMKWKESA-N
SMILES
CC[C@H](C)[C@@H](NC(=O)[C@@H](C)NC(=O)CNC(=O)CNC(=O)OCc1ccccc1)C(N)=O
Source
ZINC000006821408

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 0.723
LogS -2.846 LogD 1.098


Absorption

Property Value Property Value
Pgp inhibitor 0.005 Pgp substrate 0.995
HIA 0.08 F20 % 0.564
F30 % 0.0 Caco-2 -5.641
MDCK -5.63


Distribution

Property Value Property Value
BBB Penetration 0.344 PPB 63.347
VD 0.26 Fu 0.63


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.001 CYP1A2 substrate 0.567
CYP2A6 substrate 0.322 CYP2B6 substrate 0.466
CYP2C19 inhibitor 0.355 CYP2C19 substrate 0.767
CYP2C8 substrate 0.531 CYP2C9 inhibitor 0.034
CYP2C9 substrate 0.983 CYP2D6 inhibitor 0.005
CYP2D6 substrate 0.595 CYP2E1 substrate 0.339
CYP3A4 inhibitor 0.032 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.767 CL 3.364


Toxicity

Property Value Property Value
hERG Blockers 0.009 Hepatotoxicity 0.041
Mutagenicity 0.033 Rat Oral Acute Toxicity 0.054
FDAMDD 0.024 Skin Sensitization 0.011
Carcinogenicity 0.004 Eye Corrosion 0.006
Eye Irritation 0.003 Respiratory Toxicity 0.031


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -2.268 IGC50 1.468
LC50FM 2.149 LC50DM 1.643


Tox21 Pathway

Property Value Property Value
NR-AR 0.232 NR-AR-LBD 0.38
NR-AhR 0.002 NR-Aromatase 0.028
NR-ER 0.329 NR-ER-LBD 0.283
NR-PPAR-gamma 0.249 SR-ARE 0.311
SR-ATAD5 0.34 SR-HSE 0.049
SR-MMP 0.006 SR-p53 0.042


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.