Compound information

Natural Products
ZC2794760
Molecular Formula
C27H28N2O6
Molecular Weight
476.194736616 g/mol
Structure
IUPAC Name
benzyl (2R)-2-(benzyloxycarbonylamino)-5-(4-methoxyanilino)-5-oxo-pentanoate
InChI
InChI=1S/C27H28N2O6/c1-33-23-14-12-22(13-15-23)28-25(30)17-16-24(26(31)34-18-20-8-4-2-5-9-20)29-27(32)35-19-21-10-6-3-7-11-21/h2-15,24H,16-19H2,1H3,(H,28,30)(H,29,32)/t24-/m1/s1
InChI Key
OZRZPNKLNGEGKD-XMMPIXPASA-N
SMILES
COc1ccc(NC(=O)CC[C@@H](NC(=O)OCc2ccccc2)C(=O)OCc2ccccc2)cc1
Source
ZINC000408737812

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 35 Ring Count 3
Heteroatom Count 8 Rotatable Bond Count 11
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 102.96 Å2 LogP 3.895
LogS -5.804 LogD 3.82


Absorption

Property Value Property Value
Pgp inhibitor 0.991 Pgp substrate 0.083
HIA 0.966 F20 % 0.927
F30 % 0.017 Caco-2 -5.044
MDCK -4.686


Distribution

Property Value Property Value
BBB Penetration 0.06 PPB 94.637
VD 0.239 Fu 2.19


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.349 CYP1A2 substrate 0.639
CYP2A6 substrate 0.428 CYP2B6 substrate 0.574
CYP2C19 inhibitor 0.995 CYP2C19 substrate 0.788
CYP2C8 substrate 0.918 CYP2C9 inhibitor 0.968
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.311
CYP2D6 substrate 0.897 CYP2E1 substrate 0.366
CYP3A4 inhibitor 0.905 CYP3A4 substrate 0.962


Excretion

Property Value Property Value
T1/2 0.541 CL 6.46


Toxicity

Property Value Property Value
hERG Blockers 0.471 Hepatotoxicity 0.939
Mutagenicity 0.873 Rat Oral Acute Toxicity 0.019
FDAMDD 0.649 Skin Sensitization 0.97
Carcinogenicity 0.041 Eye Corrosion 0.002
Eye Irritation 0.0 Respiratory Toxicity 0.011


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.208 IGC50 4.882
LC50FM 4.122 LC50DM 5.768


Tox21 Pathway

Property Value Property Value
NR-AR 0.257 NR-AR-LBD 0.194
NR-AhR 0.412 NR-Aromatase 0.035
NR-ER 0.805 NR-ER-LBD 0.428
NR-PPAR-gamma 0.353 SR-ARE 0.678
SR-ATAD5 0.754 SR-HSE 0.226
SR-MMP 0.819 SR-p53 0.526


Similar covalent inhibitors

CI001455

Similarity Score: 0.53

CI003010

Similarity Score: 0.53

CI003038

Similarity Score: 0.52

CI002591

Similarity Score: 0.51

CI003000

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.