Compound information

Natural Products
ZC2798227
Molecular Formula
C27H28N2O6
Molecular Weight
476.194736616 g/mol
Structure
IUPAC Name
benzyl (2S)-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-/m0/s1
InChI Key
OZRZPNKLNGEGKD-DEOSSOPVSA-N
SMILES
COc1ccc(NC(=O)CC[C@H](NC(=O)OCc2ccccc2)C(=O)OCc2ccccc2)cc1
Source
ZINC000408737809

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 3.955
LogS -5.759 LogD 3.802


Absorption

Property Value Property Value
Pgp inhibitor 0.43 Pgp substrate 0.106
HIA 0.964 F20 % 0.972
F30 % 0.048 Caco-2 -5.061
MDCK -4.613


Distribution

Property Value Property Value
BBB Penetration 0.001 PPB 98.295
VD 0.23 Fu 2.369


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.632 CYP1A2 substrate 0.692
CYP2A6 substrate 0.491 CYP2B6 substrate 0.614
CYP2C19 inhibitor 0.966 CYP2C19 substrate 0.934
CYP2C8 substrate 0.938 CYP2C9 inhibitor 0.9
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.607
CYP2D6 substrate 0.971 CYP2E1 substrate 0.224
CYP3A4 inhibitor 0.788 CYP3A4 substrate 0.986


Excretion

Property Value Property Value
T1/2 0.559 CL 7.978


Toxicity

Property Value Property Value
hERG Blockers 0.279 Hepatotoxicity 0.96
Mutagenicity 0.93 Rat Oral Acute Toxicity 0.047
FDAMDD 0.808 Skin Sensitization 0.943
Carcinogenicity 0.031 Eye Corrosion 0.004
Eye Irritation 0.0 Respiratory Toxicity 0.019


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.662 IGC50 4.76
LC50FM 3.55 LC50DM 5.813


Tox21 Pathway

Property Value Property Value
NR-AR 0.337 NR-AR-LBD 0.225
NR-AhR 0.568 NR-Aromatase 0.1
NR-ER 0.881 NR-ER-LBD 0.547
NR-PPAR-gamma 0.473 SR-ARE 0.686
SR-ATAD5 0.787 SR-HSE 0.438
SR-MMP 0.849 SR-p53 0.722


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.