Compound information

Natural Products
ZC2757509
Molecular Formula
C26H25NO6
Molecular Weight
447.16818752 g/mol
Structure
IUPAC Name
methyl 4-[[(2S)-2-(benzyloxycarbonylamino)-3-phenyl-propanoyl]oxymethyl]benzoate
InChI
InChI=1S/C26H25NO6/c1-31-24(28)22-14-12-21(13-15-22)17-32-25(29)23(16-19-8-4-2-5-9-19)27-26(30)33-18-20-10-6-3-7-11-20/h2-15,23H,16-18H2,1H3,(H,27,30)/t23-/m0/s1
InChI Key
FGJDEIPVWZIQAG-QHCPKHFHSA-N
SMILES
COC(=O)c1ccc(COC(=O)[C@H](Cc2ccccc2)NC(=O)OCc2ccccc2)cc1
Source
ZINC000009336249

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 33 Ring Count 3
Heteroatom Count 7 Rotatable Bond Count 9
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 90.93 Å2 LogP 4.641
LogS -6.25 LogD 5.022


Absorption

Property Value Property Value
Pgp inhibitor 0.074 Pgp substrate 0.006
HIA 0.963 F20 % 0.657
F30 % 0.009 Caco-2 -4.85
MDCK -4.51


Distribution

Property Value Property Value
BBB Penetration 0.0 PPB 96.113
VD 0.574 Fu 2.24


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.991 CYP1A2 substrate 0.609
CYP2A6 substrate 0.311 CYP2B6 substrate 0.56
CYP2C19 inhibitor 0.943 CYP2C19 substrate 0.839
CYP2C8 substrate 0.823 CYP2C9 inhibitor 0.843
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.04
CYP2D6 substrate 0.837 CYP2E1 substrate 0.185
CYP3A4 inhibitor 0.741 CYP3A4 substrate 0.979


Excretion

Property Value Property Value
T1/2 0.581 CL 7.064


Toxicity

Property Value Property Value
hERG Blockers 0.272 Hepatotoxicity 0.913
Mutagenicity 0.103 Rat Oral Acute Toxicity 0.059
FDAMDD 0.726 Skin Sensitization 0.0
Carcinogenicity 0.008 Eye Corrosion 0.007
Eye Irritation 0.001 Respiratory Toxicity 0.002


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.744 IGC50 5.326
LC50FM 4.785 LC50DM 5.542


Tox21 Pathway

Property Value Property Value
NR-AR 0.172 NR-AR-LBD 0.183
NR-AhR 0.028 NR-Aromatase 0.052
NR-ER 0.724 NR-ER-LBD 0.52
NR-PPAR-gamma 0.323 SR-ARE 0.197
SR-ATAD5 0.726 SR-HSE 0.343
SR-MMP 0.359 SR-p53 0.093


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CI002271

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CI002274

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CI002591

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Similar covalent drugs

No similar covalent drugs found for this compound.