Compound information

Natural Products
ZC1545167
Molecular Formula
C22H26N2O5
Molecular Weight
398.184171932 g/mol
Structure
IUPAC Name
(2S)-2-[[(2S)-2-(benzyloxycarbonylamino)-3-methyl-butanoyl]amino]-3-phenyl-propanoic acid
InChI
InChI=1S/C22H26N2O5/c1-15(2)19(24-22(28)29-14-17-11-7-4-8-12-17)20(25)23-18(21(26)27)13-16-9-5-3-6-10-16/h3-12,15,18-19H,13-14H2,1-2H3,(H,23,25)(H,24,28)(H,26,27)/t18-,19-/m0/s1
InChI Key
XINBRUNUJFZFGH-OALUTQOASA-N
SMILES
CC(C)[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](Cc1ccccc1)C(=O)O
Source
ZINC000002566275

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 29 Ring Count 2
Heteroatom Count 7 Rotatable Bond Count 9
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 3
Topological Polar Surface Area 104.73 Å2 LogP 2.991
LogS -3.623 LogD 2.868


Absorption

Property Value Property Value
Pgp inhibitor 0.0 Pgp substrate 0.012
HIA 0.894 F20 % 0.99
F30 % 0.876 Caco-2 -6.368
MDCK -4.732


Distribution

Property Value Property Value
BBB Penetration 0.011 PPB 98.676
VD 0.185 Fu 1.651


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.002 CYP1A2 substrate 0.74
CYP2A6 substrate 0.391 CYP2B6 substrate 0.512
CYP2C19 inhibitor 0.104 CYP2C19 substrate 0.949
CYP2C8 substrate 0.808 CYP2C9 inhibitor 0.056
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.058
CYP2D6 substrate 0.471 CYP2E1 substrate 0.282
CYP3A4 inhibitor 0.01 CYP3A4 substrate 0.982


Excretion

Property Value Property Value
T1/2 0.842 CL 1.473


Toxicity

Property Value Property Value
hERG Blockers 0.002 Hepatotoxicity 0.945
Mutagenicity 0.033 Rat Oral Acute Toxicity 0.166
FDAMDD 0.073 Skin Sensitization 0.0
Carcinogenicity 0.004 Eye Corrosion 0.007
Eye Irritation 0.041 Respiratory Toxicity 0.003


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.382 IGC50 3.235
LC50FM 3.615 LC50DM 4.783


Tox21 Pathway

Property Value Property Value
NR-AR 0.303 NR-AR-LBD 0.284
NR-AhR 0.004 NR-Aromatase 0.103
NR-ER 0.376 NR-ER-LBD 0.375
NR-PPAR-gamma 0.572 SR-ARE 0.069
SR-ATAD5 0.327 SR-HSE 0.159
SR-MMP 0.018 SR-p53 0.028


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