Compound information

Natural Products
ZC1729908
Molecular Formula
C17H17NO4
Molecular Weight
299.115758024 g/mol
Structure
IUPAC Name
4-[(1R)-1-(benzyloxycarbonylamino)ethyl]benzoic acid
InChI
InChI=1S/C17H17NO4/c1-12(14-7-9-15(10-8-14)16(19)20)18-17(21)22-11-13-5-3-2-4-6-13/h2-10,12H,11H2,1H3,(H,18,21)(H,19,20)/t12-/m1/s1
InChI Key
XZHNWUGYLBANCU-GFCCVEGCSA-N
SMILES
C[C@@H](NC(=O)OCc1ccccc1)c1ccc(C(=O)O)cc1
Source
ZINC000095080276

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 22 Ring Count 2
Heteroatom Count 5 Rotatable Bond Count 5
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 75.63 Å2 LogP 3.154
LogS -3.455 LogD 2.663


Absorption

Property Value Property Value
Pgp inhibitor 0.003 Pgp substrate 0.029
HIA 0.965 F20 % 0.995
F30 % 0.904 Caco-2 -4.876
MDCK -5.192


Distribution

Property Value Property Value
BBB Penetration 0.33 PPB 91.383
VD 0.261 Fu 1.269


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.211 CYP1A2 substrate 0.746
CYP2A6 substrate 0.647 CYP2B6 substrate 0.647
CYP2C19 inhibitor 0.055 CYP2C19 substrate 0.81
CYP2C8 substrate 0.791 CYP2C9 inhibitor 0.289
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.056
CYP2D6 substrate 0.806 CYP2E1 substrate 0.342
CYP3A4 inhibitor 0.061 CYP3A4 substrate 0.986


Excretion

Property Value Property Value
T1/2 0.868 CL 0.977


Toxicity

Property Value Property Value
hERG Blockers 0.004 Hepatotoxicity 0.558
Mutagenicity 0.006 Rat Oral Acute Toxicity 0.056
FDAMDD 0.051 Skin Sensitization 0.0
Carcinogenicity 0.03 Eye Corrosion 0.002
Eye Irritation 0.016 Respiratory Toxicity 0.004


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.288 IGC50 2.449
LC50FM 3.69 LC50DM 4.493


Tox21 Pathway

Property Value Property Value
NR-AR 0.232 NR-AR-LBD 0.222
NR-AhR 0.008 NR-Aromatase 0.034
NR-ER 0.236 NR-ER-LBD 0.284
NR-PPAR-gamma 0.451 SR-ARE 0.036
SR-ATAD5 0.336 SR-HSE 0.1
SR-MMP 0.009 SR-p53 0.015


Similar covalent inhibitors

CI002988

Similarity Score: 0.53

CI002986

Similarity Score: 0.52

CI002991

Similarity Score: 0.51

CI003007

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.