Compound information

Natural Products
ZC36042
Molecular Formula
C15H20N2O6
Molecular Weight
324.13213636 g/mol
Structure
IUPAC Name
methyl (2S)-2-[[(2S)-2-(benzyloxycarbonylamino)-3-hydroxy-propanoyl]amino]propanoate
InChI
InChI=1S/C15H20N2O6/c1-10(14(20)22-2)16-13(19)12(8-18)17-15(21)23-9-11-6-4-3-5-7-11/h3-7,10,12,18H,8-9H2,1-2H3,(H,16,19)(H,17,21)/t10-,12-/m0/s1
InChI Key
QWGCABODXPAQFR-JQWIXIFHSA-N
SMILES
COC(=O)[C@H](C)NC(=O)[C@H](CO)NC(=O)OCc1ccccc1
Source
ZINC000004763140

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 23 Ring Count 1
Heteroatom Count 8 Rotatable Bond Count 7
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 3
Topological Polar Surface Area 113.96 Å2 LogP 0.737
LogS -2.11 LogD 0.682


Absorption

Property Value Property Value
Pgp inhibitor 0.001 Pgp substrate 0.082
HIA 0.955 F20 % 0.977
F30 % 0.187 Caco-2 -5.259
MDCK -4.977


Distribution

Property Value Property Value
BBB Penetration 0.012 PPB 75.845
VD 0.532 Fu 0.44


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.007 CYP1A2 substrate 0.605
CYP2A6 substrate 0.511 CYP2B6 substrate 0.578
CYP2C19 inhibitor 0.217 CYP2C19 substrate 0.916
CYP2C8 substrate 0.732 CYP2C9 inhibitor 0.017
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.019
CYP2D6 substrate 0.85 CYP2E1 substrate 0.255
CYP3A4 inhibitor 0.022 CYP3A4 substrate 0.919


Excretion

Property Value Property Value
T1/2 0.783 CL 4.289


Toxicity

Property Value Property Value
hERG Blockers 0.003 Hepatotoxicity 0.146
Mutagenicity 0.126 Rat Oral Acute Toxicity 0.015
FDAMDD 0.081 Skin Sensitization 0.001
Carcinogenicity 0.001 Eye Corrosion 0.004
Eye Irritation 0.019 Respiratory Toxicity 0.004


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.328 IGC50 1.82
LC50FM 2.915 LC50DM 5.022


Tox21 Pathway

Property Value Property Value
NR-AR 0.132 NR-AR-LBD 0.253
NR-AhR 0.002 NR-Aromatase 0.05
NR-ER 0.262 NR-ER-LBD 0.357
NR-PPAR-gamma 0.193 SR-ARE 0.088
SR-ATAD5 0.39 SR-HSE 0.123
SR-MMP 0.008 SR-p53 0.018


Similar covalent inhibitors

CI002208

Similarity Score: 0.57

CI002271

Similarity Score: 0.57

CI002274

Similarity Score: 0.57

CI000102

Similarity Score: 0.55

CI001952

Similarity Score: 0.55

CI002209

Similarity Score: 0.55

CI002210

Similarity Score: 0.55

CI002211

Similarity Score: 0.55

CI002213

Similarity Score: 0.55

CI001965

Similarity Score: 0.54

CI002212

Similarity Score: 0.54

CI000667

Similarity Score: 0.53

CI001971

Similarity Score: 0.53

CI001985

Similarity Score: 0.53

CI002024

Similarity Score: 0.53

CI006112

Similarity Score: 0.52

CI003363

Similarity Score: 0.52

CI006078

Similarity Score: 0.51

CI002554

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.