Compound information

Natural Products
ZC848120
Molecular Formula
C13H17NO4
Molecular Weight
251.115758024 g/mol
Structure
IUPAC Name
(2R)-2-(benzyloxycarbonylamino)pentanoic acid
InChI
InChI=1S/C13H17NO4/c1-2-6-11(12(15)16)14-13(17)18-9-10-7-4-3-5-8-10/h3-5,7-8,11H,2,6,9H2,1H3,(H,14,17)(H,15,16)/t11-/m1/s1
InChI Key
NSJDRLWFFAWSFP-LLVKDONJSA-N
SMILES
CCC[C@@H](NC(=O)OCc1ccccc1)C(=O)O
Source
ZINC000002163699

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 18 Ring Count 1
Heteroatom Count 5 Rotatable Bond Count 6
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 75.63 Å2 LogP 2.364
LogS -2.721 LogD 1.331


Absorption

Property Value Property Value
Pgp inhibitor 0.008 Pgp substrate 0.005
HIA 0.961 F20 % 0.996
F30 % 0.95 Caco-2 -4.907
MDCK -5.401


Distribution

Property Value Property Value
BBB Penetration 0.941 PPB 74.311
VD 0.374 Fu 0.673


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.004 CYP1A2 substrate 0.548
CYP2A6 substrate 0.375 CYP2B6 substrate 0.465
CYP2C19 inhibitor 0.028 CYP2C19 substrate 0.476
CYP2C8 substrate 0.572 CYP2C9 inhibitor 0.041
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.026
CYP2D6 substrate 0.182 CYP2E1 substrate 0.375
CYP3A4 inhibitor 0.025 CYP3A4 substrate 0.793


Excretion

Property Value Property Value
T1/2 0.871 CL 1.668


Toxicity

Property Value Property Value
hERG Blockers 0.003 Hepatotoxicity 0.261
Mutagenicity 0.014 Rat Oral Acute Toxicity 0.035
FDAMDD 0.029 Skin Sensitization 0.0
Carcinogenicity 0.006 Eye Corrosion 0.003
Eye Irritation 0.131 Respiratory Toxicity 0.004


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.144 IGC50 2.238
LC50FM 3.521 LC50DM 4.242


Tox21 Pathway

Property Value Property Value
NR-AR 0.393 NR-AR-LBD 0.327
NR-AhR 0.004 NR-Aromatase 0.029
NR-ER 0.34 NR-ER-LBD 0.315
NR-PPAR-gamma 0.488 SR-ARE 0.039
SR-ATAD5 0.266 SR-HSE 0.074
SR-MMP 0.01 SR-p53 0.026


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Similar covalent drugs

No similar covalent drugs found for this compound.