Compound information

Natural Products
ZC33537
Molecular Formula
C15H20N2O6
Molecular Weight
324.13213636 g/mol
Structure
IUPAC Name
methyl (2R)-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+/m1/s1
InChI Key
QWGCABODXPAQFR-PWSUYJOCSA-N
SMILES
COC(=O)[C@@H](C)NC(=O)[C@H](CO)NC(=O)OCc1ccccc1
Source
ZINC000004763144

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 0.757
LogS -1.803 LogD 0.726


Absorption

Property Value Property Value
Pgp inhibitor 0.016 Pgp substrate 0.03
HIA 0.961 F20 % 0.983
F30 % 0.349 Caco-2 -5.266
MDCK -5.005


Distribution

Property Value Property Value
BBB Penetration 0.29 PPB 68.106
VD 0.404 Fu 0.39


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.009 CYP1A2 substrate 0.682
CYP2A6 substrate 0.397 CYP2B6 substrate 0.479
CYP2C19 inhibitor 0.301 CYP2C19 substrate 0.858
CYP2C8 substrate 0.646 CYP2C9 inhibitor 0.101
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.003
CYP2D6 substrate 0.655 CYP2E1 substrate 0.257
CYP3A4 inhibitor 0.01 CYP3A4 substrate 0.944


Excretion

Property Value Property Value
T1/2 0.856 CL 4.338


Toxicity

Property Value Property Value
hERG Blockers 0.002 Hepatotoxicity 0.106
Mutagenicity 0.15 Rat Oral Acute Toxicity 0.016
FDAMDD 0.044 Skin Sensitization 0.0
Carcinogenicity 0.001 Eye Corrosion 0.003
Eye Irritation 0.011 Respiratory Toxicity 0.004


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.036 IGC50 1.566
LC50FM 2.974 LC50DM 4.744


Tox21 Pathway

Property Value Property Value
NR-AR 0.184 NR-AR-LBD 0.274
NR-AhR 0.002 NR-Aromatase 0.028
NR-ER 0.267 NR-ER-LBD 0.349
NR-PPAR-gamma 0.188 SR-ARE 0.099
SR-ATAD5 0.338 SR-HSE 0.097
SR-MMP 0.006 SR-p53 0.016


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Similar covalent drugs

No similar covalent drugs found for this compound.