Compound information

Natural Products
ZC105119
Molecular Formula
C13H15NO6
Molecular Weight
281.0899372 g/mol
Structure
IUPAC Name
(2S)-2-(benzyloxycarbonylamino)-3-ethoxy-3-oxo-propanoic acid
InChI
InChI=1S/C13H15NO6/c1-2-19-12(17)10(11(15)16)14-13(18)20-8-9-6-4-3-5-7-9/h3-7,10H,2,8H2,1H3,(H,14,18)(H,15,16)/t10-/m0/s1
InChI Key
FIRCAPNAXXIWRP-JTQLQIEISA-N
SMILES
CCOC(=O)[C@@H](NC(=O)OCc1ccccc1)C(=O)O
Source
ZINC000003593152

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 20 Ring Count 1
Heteroatom Count 7 Rotatable Bond Count 6
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 101.93 Å2 LogP 1.557
LogS -2.536 LogD -0.163


Absorption

Property Value Property Value
Pgp inhibitor 0.0 Pgp substrate 0.0
HIA 0.941 F20 % 0.86
F30 % 0.028 Caco-2 -5.405
MDCK -4.8


Distribution

Property Value Property Value
BBB Penetration 0.047 PPB 64.145
VD 0.241 Fu 0.46


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.009 CYP1A2 substrate 0.459
CYP2A6 substrate 0.403 CYP2B6 substrate 0.504
CYP2C19 inhibitor 0.247 CYP2C19 substrate 0.786
CYP2C8 substrate 0.62 CYP2C9 inhibitor 0.036
CYP2C9 substrate 0.95 CYP2D6 inhibitor 0.02
CYP2D6 substrate 0.386 CYP2E1 substrate 0.338
CYP3A4 inhibitor 0.004 CYP3A4 substrate 0.13


Excretion

Property Value Property Value
T1/2 0.894 CL 3.479


Toxicity

Property Value Property Value
hERG Blockers 0.003 Hepatotoxicity 0.405
Mutagenicity 0.042 Rat Oral Acute Toxicity 0.01
FDAMDD 0.026 Skin Sensitization 0.0
Carcinogenicity 0.001 Eye Corrosion 0.003
Eye Irritation 0.206 Respiratory Toxicity 0.007


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.243 IGC50 2.125
LC50FM 3.553 LC50DM 4.363


Tox21 Pathway

Property Value Property Value
NR-AR 0.38 NR-AR-LBD 0.336
NR-AhR 0.003 NR-Aromatase 0.028
NR-ER 0.346 NR-ER-LBD 0.338
NR-PPAR-gamma 0.448 SR-ARE 0.037
SR-ATAD5 0.287 SR-HSE 0.06
SR-MMP 0.008 SR-p53 0.021


Similar covalent inhibitors

CI002992

Similarity Score: 0.52

CI002986

Similarity Score: 0.51

CI002993

Similarity Score: 0.51

CI002994

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.