Compound information

Natural Products
ZC1727256
Molecular Formula
C17H17NO4
Molecular Weight
299.115758024 g/mol
Structure
IUPAC Name
4-[(1S)-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-/m0/s1
InChI Key
XZHNWUGYLBANCU-LBPRGKRZSA-N
SMILES
C[C@H](NC(=O)OCc1ccccc1)c1ccc(C(=O)O)cc1
Source
ZINC000095080275

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 3.223
LogS -3.578 LogD 2.595


Absorption

Property Value Property Value
Pgp inhibitor 0.001 Pgp substrate 0.086
HIA 0.967 F20 % 0.994
F30 % 0.956 Caco-2 -4.952
MDCK -5.204


Distribution

Property Value Property Value
BBB Penetration 0.17 PPB 93.375
VD 0.221 Fu 1.175


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.054 CYP1A2 substrate 0.773
CYP2A6 substrate 0.675 CYP2B6 substrate 0.657
CYP2C19 inhibitor 0.162 CYP2C19 substrate 0.91
CYP2C8 substrate 0.779 CYP2C9 inhibitor 0.076
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.096
CYP2D6 substrate 0.849 CYP2E1 substrate 0.161
CYP3A4 inhibitor 0.049 CYP3A4 substrate 0.97


Excretion

Property Value Property Value
T1/2 0.83 CL 1.377


Toxicity

Property Value Property Value
hERG Blockers 0.004 Hepatotoxicity 0.626
Mutagenicity 0.004 Rat Oral Acute Toxicity 0.107
FDAMDD 0.063 Skin Sensitization 0.0
Carcinogenicity 0.038 Eye Corrosion 0.003
Eye Irritation 0.014 Respiratory Toxicity 0.004


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.447 IGC50 2.461
LC50FM 3.658 LC50DM 4.809


Tox21 Pathway

Property Value Property Value
NR-AR 0.193 NR-AR-LBD 0.209
NR-AhR 0.009 NR-Aromatase 0.042
NR-ER 0.285 NR-ER-LBD 0.292
NR-PPAR-gamma 0.483 SR-ARE 0.038
SR-ATAD5 0.384 SR-HSE 0.103
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.