Compound information

Natural Products
ZC119401
Molecular Formula
C13H15NO6
Molecular Weight
281.0899372 g/mol
Structure
IUPAC Name
dimethyl 2-(benzyloxycarbonylamino)propanedioate
InChI
InChI=1S/C13H15NO6/c1-18-11(15)10(12(16)19-2)14-13(17)20-8-9-6-4-3-5-7-9/h3-7,10H,8H2,1-2H3,(H,14,17)
InChI Key
OXYGSELSDZGDRC-UHFFFAOYSA-N
SMILES
COC(=O)C(NC(=O)OCc1ccccc1)C(=O)OC
Source
ZINC000001606067

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 20 Ring Count 1
Heteroatom Count 7 Rotatable Bond Count 5
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 90.93 Å2 LogP 1.551
LogS -2.015 LogD 1.134


Absorption

Property Value Property Value
Pgp inhibitor 0.099 Pgp substrate 0.002
HIA 0.952 F20 % 0.315
F30 % 0.0 Caco-2 -4.668
MDCK -4.464


Distribution

Property Value Property Value
BBB Penetration 0.328 PPB 67.111
VD 0.331 Fu 0.52


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.032 CYP1A2 substrate 0.343
CYP2A6 substrate 0.295 CYP2B6 substrate 0.428
CYP2C19 inhibitor 0.772 CYP2C19 substrate 0.499
CYP2C8 substrate 0.495 CYP2C9 inhibitor 0.043
CYP2C9 substrate 0.979 CYP2D6 inhibitor 0.002
CYP2D6 substrate 0.339 CYP2E1 substrate 0.317
CYP3A4 inhibitor 0.019 CYP3A4 substrate 0.039


Excretion

Property Value Property Value
T1/2 0.887 CL 3.745


Toxicity

Property Value Property Value
hERG Blockers 0.188 Hepatotoxicity 0.454
Mutagenicity 0.097 Rat Oral Acute Toxicity 0.009
FDAMDD 0.106 Skin Sensitization 0.004
Carcinogenicity 0.0 Eye Corrosion 0.002
Eye Irritation 0.004 Respiratory Toxicity 0.013


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.46 IGC50 2.793
LC50FM 3.575 LC50DM 5.204


Tox21 Pathway

Property Value Property Value
NR-AR 0.188 NR-AR-LBD 0.261
NR-AhR 0.002 NR-Aromatase 0.024
NR-ER 0.202 NR-ER-LBD 0.346
NR-PPAR-gamma 0.175 SR-ARE 0.031
SR-ATAD5 0.386 SR-HSE 0.111
SR-MMP 0.005 SR-p53 0.017


Similar covalent inhibitors

CI002986

Similarity Score: 0.56

CI000089

Similarity Score: 0.54

CI000667

Similarity Score: 0.53

CI002992

Similarity Score: 0.53

CI003004

Similarity Score: 0.53

CI003000

Similarity Score: 0.52

CI003010

Similarity Score: 0.52

CI002991

Similarity Score: 0.51

CI003014

Similarity Score: 0.51

CI003032

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.