Compound information

Natural Products
ZC138450
Molecular Formula
C21H31N5O6
Molecular Weight
449.227433712 g/mol
Structure
IUPAC Name
benzyl N-[2-[[2-[[(1S)-2-[[(1S,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-DEYYWGMASA-N
SMILES
CC[C@H](C)[C@H](NC(=O)[C@H](C)NC(=O)CNC(=O)CNC(=O)OCc1ccccc1)C(N)=O
Source
ZINC000101220199

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 0.614
LogS -2.716 LogD 1.253


Absorption

Property Value Property Value
Pgp inhibitor 0.0 Pgp substrate 0.782
HIA 0.009 F20 % 0.825
F30 % 0.0 Caco-2 -6.321
MDCK -5.686


Distribution

Property Value Property Value
BBB Penetration 0.899 PPB 81.515
VD 0.459 Fu 0.631


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.0 CYP1A2 substrate 0.556
CYP2A6 substrate 0.46 CYP2B6 substrate 0.557
CYP2C19 inhibitor 0.134 CYP2C19 substrate 0.93
CYP2C8 substrate 0.712 CYP2C9 inhibitor 0.001
CYP2C9 substrate 0.973 CYP2D6 inhibitor 0.015
CYP2D6 substrate 0.704 CYP2E1 substrate 0.259
CYP3A4 inhibitor 0.026 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.817 CL 3.565


Toxicity

Property Value Property Value
hERG Blockers 0.037 Hepatotoxicity 0.046
Mutagenicity 0.006 Rat Oral Acute Toxicity 0.058
FDAMDD 0.045 Skin Sensitization 0.0
Carcinogenicity 0.004 Eye Corrosion 0.007
Eye Irritation 0.001 Respiratory Toxicity 0.025


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -1.362 IGC50 1.463
LC50FM 1.528 LC50DM 2.141


Tox21 Pathway

Property Value Property Value
NR-AR 0.164 NR-AR-LBD 0.319
NR-AhR 0.002 NR-Aromatase 0.039
NR-ER 0.309 NR-ER-LBD 0.314
NR-PPAR-gamma 0.278 SR-ARE 0.276
SR-ATAD5 0.344 SR-HSE 0.16
SR-MMP 0.01 SR-p53 0.045


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.