Compound information

Natural Products
ZC2708590
Molecular Formula
C24H24N2O4
Molecular Weight
404.173607248 g/mol
Structure
IUPAC Name
benzyl N-[(1S)-1-benzyl-2-(4-methoxyanilino)-2-oxo-ethyl]carbamate
InChI
InChI=1S/C24H24N2O4/c1-29-21-14-12-20(13-15-21)25-23(27)22(16-18-8-4-2-5-9-18)26-24(28)30-17-19-10-6-3-7-11-19/h2-15,22H,16-17H2,1H3,(H,25,27)(H,26,28)/t22-/m0/s1
InChI Key
LZUUHUCLSGYBFL-QFIPXVFZSA-N
SMILES
COc1ccc(NC(=O)[C@H](Cc2ccccc2)NC(=O)OCc2ccccc2)cc1
Source
ZINC000003136765

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 30 Ring Count 3
Heteroatom Count 6 Rotatable Bond Count 8
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 76.66 Å2 LogP 4.202
LogS -5.952 LogD 3.831


Absorption

Property Value Property Value
Pgp inhibitor 0.06 Pgp substrate 0.063
HIA 0.962 F20 % 0.983
F30 % 0.197 Caco-2 -4.837
MDCK -4.587


Distribution

Property Value Property Value
BBB Penetration 0.008 PPB 98.342
VD 0.236 Fu 2.152


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.949 CYP1A2 substrate 0.768
CYP2A6 substrate 0.513 CYP2B6 substrate 0.599
CYP2C19 inhibitor 0.986 CYP2C19 substrate 0.94
CYP2C8 substrate 0.916 CYP2C9 inhibitor 0.882
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.27
CYP2D6 substrate 0.979 CYP2E1 substrate 0.361
CYP3A4 inhibitor 0.583 CYP3A4 substrate 0.996


Excretion

Property Value Property Value
T1/2 0.517 CL 8.514


Toxicity

Property Value Property Value
hERG Blockers 0.224 Hepatotoxicity 0.992
Mutagenicity 0.958 Rat Oral Acute Toxicity 0.032
FDAMDD 0.707 Skin Sensitization 0.931
Carcinogenicity 0.769 Eye Corrosion 0.008
Eye Irritation 0.007 Respiratory Toxicity 0.084


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 1.132 IGC50 4.798
LC50FM 4.539 LC50DM 6.426


Tox21 Pathway

Property Value Property Value
NR-AR 0.225 NR-AR-LBD 0.184
NR-AhR 0.673 NR-Aromatase 0.305
NR-ER 0.828 NR-ER-LBD 0.442
NR-PPAR-gamma 0.535 SR-ARE 0.734
SR-ATAD5 0.787 SR-HSE 0.383
SR-MMP 0.873 SR-p53 0.634


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Similar covalent drugs

No similar covalent drugs found for this compound.