Compound information

Natural Products
ZC2649247
Molecular Formula
C25H24N2O5
Molecular Weight
432.168521868 g/mol
Structure
IUPAC Name
methyl 4-[[(2R)-2-(benzyloxycarbonylamino)-3-phenyl-propanoyl]amino]benzoate
InChI
InChI=1S/C25H24N2O5/c1-31-24(29)20-12-14-21(15-13-20)26-23(28)22(16-18-8-4-2-5-9-18)27-25(30)32-17-19-10-6-3-7-11-19/h2-15,22H,16-17H2,1H3,(H,26,28)(H,27,30)/t22-/m1/s1
InChI Key
RZFATTRVUYHUML-JOCHJYFZSA-N
SMILES
COC(=O)c1ccc(NC(=O)[C@@H](Cc2ccccc2)NC(=O)OCc2ccccc2)cc1
Source
ZINC000032980126

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 32 Ring Count 3
Heteroatom Count 7 Rotatable Bond Count 8
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 93.73 Å2 LogP 4.196
LogS -6.077 LogD 4.38


Absorption

Property Value Property Value
Pgp inhibitor 0.94 Pgp substrate 0.017
HIA 0.968 F20 % 0.914
F30 % 0.016 Caco-2 -4.96
MDCK -4.701


Distribution

Property Value Property Value
BBB Penetration 0.075 PPB 90.096
VD 0.22 Fu 2.154


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.657 CYP1A2 substrate 0.671
CYP2A6 substrate 0.435 CYP2B6 substrate 0.556
CYP2C19 inhibitor 0.988 CYP2C19 substrate 0.663
CYP2C8 substrate 0.839 CYP2C9 inhibitor 0.929
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.419
CYP2D6 substrate 0.867 CYP2E1 substrate 0.251
CYP3A4 inhibitor 0.881 CYP3A4 substrate 0.989


Excretion

Property Value Property Value
T1/2 0.698 CL 5.874


Toxicity

Property Value Property Value
hERG Blockers 0.21 Hepatotoxicity 0.946
Mutagenicity 0.69 Rat Oral Acute Toxicity 0.036
FDAMDD 0.55 Skin Sensitization 0.141
Carcinogenicity 0.075 Eye Corrosion 0.006
Eye Irritation 0.0 Respiratory Toxicity 0.003


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.086 IGC50 5.244
LC50FM 4.821 LC50DM 5.651


Tox21 Pathway

Property Value Property Value
NR-AR 0.257 NR-AR-LBD 0.21
NR-AhR 0.58 NR-Aromatase 0.033
NR-ER 0.799 NR-ER-LBD 0.427
NR-PPAR-gamma 0.4 SR-ARE 0.409
SR-ATAD5 0.752 SR-HSE 0.142
SR-MMP 0.825 SR-p53 0.305


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CI003039

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Similar covalent drugs

No similar covalent drugs found for this compound.