Compound information

Natural Products
ZC2805562
Molecular Formula
C28H30N2O7
Molecular Weight
506.2053013 g/mol
Structure
IUPAC Name
(2R)-2-(benzyloxycarbonylamino)-5-[bis(4-methoxyphenyl)methylamino]-5-oxo-pentanoic acid
InChI
InChI=1S/C28H30N2O7/c1-35-22-12-8-20(9-13-22)26(21-10-14-23(36-2)15-11-21)30-25(31)17-16-24(27(32)33)29-28(34)37-18-19-6-4-3-5-7-19/h3-15,24,26H,16-18H2,1-2H3,(H,29,34)(H,30,31)(H,32,33)/t24-/m1/s1
InChI Key
NXGRPCWLXRUYOF-XMMPIXPASA-N
SMILES
COc1ccc(C(NC(=O)CC[C@@H](NC(=O)OCc2ccccc2)C(=O)O)c2ccc(OC)cc2)cc1
Source
ZINC000008626845

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 37 Ring Count 3
Heteroatom Count 9 Rotatable Bond Count 12
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 3
Topological Polar Surface Area 123.19 Å2 LogP 3.346
LogS -4.124 LogD 3.422


Absorption

Property Value Property Value
Pgp inhibitor 0.006 Pgp substrate 0.082
HIA 0.955 F20 % 0.014
F30 % 0.012 Caco-2 -5.047
MDCK -5.136


Distribution

Property Value Property Value
BBB Penetration 0.07 PPB 99.224
VD 0.176 Fu 2.037


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.007 CYP1A2 substrate 0.691
CYP2A6 substrate 0.475 CYP2B6 substrate 0.384
CYP2C19 inhibitor 0.871 CYP2C19 substrate 0.803
CYP2C8 substrate 0.892 CYP2C9 inhibitor 0.833
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.016
CYP2D6 substrate 0.815 CYP2E1 substrate 0.353
CYP3A4 inhibitor 0.334 CYP3A4 substrate 0.482


Excretion

Property Value Property Value
T1/2 0.355 CL 1.44


Toxicity

Property Value Property Value
hERG Blockers 0.077 Hepatotoxicity 0.979
Mutagenicity 0.013 Rat Oral Acute Toxicity 0.105
FDAMDD 0.319 Skin Sensitization 0.034
Carcinogenicity 0.016 Eye Corrosion 0.002
Eye Irritation 0.0 Respiratory Toxicity 0.01


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.754 IGC50 2.647
LC50FM 1.614 LC50DM 3.465


Tox21 Pathway

Property Value Property Value
NR-AR 0.333 NR-AR-LBD 0.308
NR-AhR 0.024 NR-Aromatase 0.026
NR-ER 0.375 NR-ER-LBD 0.309
NR-PPAR-gamma 0.649 SR-ARE 0.239
SR-ATAD5 0.446 SR-HSE 0.114
SR-MMP 0.026 SR-p53 0.074


Similar covalent inhibitors

CI003010

Similarity Score: 0.53

CI001455

Similarity Score: 0.52

CI003038

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.