Compound information

Natural Products
ZC2264073
Molecular Formula
C21H25NO4
Molecular Weight
355.17835828 g/mol
Structure
IUPAC Name
(2R)-2-(benzyloxycarbonylamino)-3-(4-tert-butylphenyl)propanoic acid
InChI
InChI=1S/C21H25NO4/c1-21(2,3)17-11-9-15(10-12-17)13-18(19(23)24)22-20(25)26-14-16-7-5-4-6-8-16/h4-12,18H,13-14H2,1-3H3,(H,22,25)(H,23,24)/t18-/m1/s1
InChI Key
XBNNNROLVWMWES-GOSISDBHSA-N
SMILES
CC(C)(C)c1ccc(C[C@@H](NC(=O)OCc2ccccc2)C(=O)O)cc1
Source
ZINC000091368849

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 26 Ring Count 2
Heteroatom Count 5 Rotatable Bond Count 6
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 75.63 Å2 LogP 4.245
LogS -4.401 LogD 3.593


Absorption

Property Value Property Value
Pgp inhibitor 0.026 Pgp substrate 0.944
HIA 0.95 F20 % 0.987
F30 % 0.748 Caco-2 -5.196
MDCK -5.377


Distribution

Property Value Property Value
BBB Penetration 0.087 PPB 88.77
VD 0.443 Fu 1.479


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.017 CYP1A2 substrate 0.574
CYP2A6 substrate 0.207 CYP2B6 substrate 0.394
CYP2C19 inhibitor 0.181 CYP2C19 substrate 0.385
CYP2C8 substrate 0.592 CYP2C9 inhibitor 0.368
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.05
CYP2D6 substrate 0.15 CYP2E1 substrate 0.186
CYP3A4 inhibitor 0.05 CYP3A4 substrate 0.962


Excretion

Property Value Property Value
T1/2 0.706 CL 0.86


Toxicity

Property Value Property Value
hERG Blockers 0.003 Hepatotoxicity 0.84
Mutagenicity 0.504 Rat Oral Acute Toxicity 0.06
FDAMDD 0.571 Skin Sensitization 0.004
Carcinogenicity 0.016 Eye Corrosion 0.003
Eye Irritation 0.041 Respiratory Toxicity 0.003


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.373 IGC50 3.083
LC50FM 3.96 LC50DM 5.107


Tox21 Pathway

Property Value Property Value
NR-AR 0.392 NR-AR-LBD 0.32
NR-AhR 0.007 NR-Aromatase 0.031
NR-ER 0.396 NR-ER-LBD 0.383
NR-PPAR-gamma 0.728 SR-ARE 0.162
SR-ATAD5 0.349 SR-HSE 0.065
SR-MMP 0.034 SR-p53 0.029


Similar covalent inhibitors

CI000667

Similarity Score: 0.58

CI002989

Similarity Score: 0.58

CI001889

Similarity Score: 0.57

CI002998

Similarity Score: 0.56

CI003013

Similarity Score: 0.56

CI004314

Similarity Score: 0.55

CI001455

Similarity Score: 0.54

CI002768

Similarity Score: 0.54

CI003022

Similarity Score: 0.54

CI006078

Similarity Score: 0.53

CI001965

Similarity Score: 0.53

CI003045

Similarity Score: 0.53

CI004288

Similarity Score: 0.52

CI006084

Similarity Score: 0.52

CI006094

Similarity Score: 0.51

CI001952

Similarity Score: 0.51

CI001964

Similarity Score: 0.51

CI002271

Similarity Score: 0.51

CI002274

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.