Compound information

Natural Products
ZC1564440
Molecular Formula
C23H28N2O5
Molecular Weight
412.199821996 g/mol
Structure
IUPAC Name
methyl (2S)-2-[[(2R)-2-(benzyloxycarbonylamino)-3-methyl-butanoyl]amino]-3-phenyl-propanoate
InChI
InChI=1S/C23H28N2O5/c1-16(2)20(25-23(28)30-15-18-12-8-5-9-13-18)21(26)24-19(22(27)29-3)14-17-10-6-4-7-11-17/h4-13,16,19-20H,14-15H2,1-3H3,(H,24,26)(H,25,28)/t19-,20+/m0/s1
InChI Key
LCLXBNDAOUUZSN-VQTJNVASSA-N
SMILES
COC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](NC(=O)OCc1ccccc1)C(C)C
Source
ZINC000004027331

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 30 Ring Count 2
Heteroatom Count 7 Rotatable Bond Count 9
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 93.73 Å2 LogP 3.513
LogS -4.858 LogD 3.753


Absorption

Property Value Property Value
Pgp inhibitor 0.069 Pgp substrate 0.127
HIA 0.96 F20 % 0.992
F30 % 0.06 Caco-2 -4.972
MDCK -4.683


Distribution

Property Value Property Value
BBB Penetration 0.02 PPB 83.787
VD 0.816 Fu 1.394


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.003 CYP1A2 substrate 0.66
CYP2A6 substrate 0.304 CYP2B6 substrate 0.438
CYP2C19 inhibitor 0.957 CYP2C19 substrate 0.79
CYP2C8 substrate 0.753 CYP2C9 inhibitor 0.213
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.009
CYP2D6 substrate 0.664 CYP2E1 substrate 0.289
CYP3A4 inhibitor 0.493 CYP3A4 substrate 0.947


Excretion

Property Value Property Value
T1/2 0.804 CL 4.842


Toxicity

Property Value Property Value
hERG Blockers 0.144 Hepatotoxicity 0.906
Mutagenicity 0.311 Rat Oral Acute Toxicity 0.114
FDAMDD 0.337 Skin Sensitization 0.0
Carcinogenicity 0.001 Eye Corrosion 0.008
Eye Irritation 0.005 Respiratory Toxicity 0.004


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.037 IGC50 3.842
LC50FM 3.857 LC50DM 5.217


Tox21 Pathway

Property Value Property Value
NR-AR 0.172 NR-AR-LBD 0.215
NR-AhR 0.004 NR-Aromatase 0.114
NR-ER 0.285 NR-ER-LBD 0.432
NR-PPAR-gamma 0.224 SR-ARE 0.111
SR-ATAD5 0.37 SR-HSE 0.131
SR-MMP 0.083 SR-p53 0.019


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Similar covalent drugs

No similar covalent drugs found for this compound.