Compound information

Natural Products
ZC439403
Molecular Formula
C16H20N2O5
Molecular Weight
320.13722174 g/mol
Structure
IUPAC Name
(2R)-1-[(2R)-2-(benzyloxycarbonylamino)propanoyl]pyrrolidine-2-carboxylic acid
InChI
InChI=1S/C16H20N2O5/c1-11(14(19)18-9-5-8-13(18)15(20)21)17-16(22)23-10-12-6-3-2-4-7-12/h2-4,6-7,11,13H,5,8-10H2,1H3,(H,17,22)(H,20,21)/t11-,13-/m1/s1
InChI Key
RSSOZTMMMIWOJB-DGCLKSJQSA-N
SMILES
C[C@@H](NC(=O)OCc1ccccc1)C(=O)N1CCC[C@@H]1C(=O)O
Source
ZINC000001575980

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 23 Ring Count 2
Heteroatom Count 7 Rotatable Bond Count 5
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 95.94 Å2 LogP 0.956
LogS -1.427 LogD 0.094


Absorption

Property Value Property Value
Pgp inhibitor 0.017 Pgp substrate 0.024
HIA 0.939 F20 % 0.996
F30 % 0.941 Caco-2 -5.671
MDCK -5.544


Distribution

Property Value Property Value
BBB Penetration 0.137 PPB 53.448
VD 0.336 Fu 0.429


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.006 CYP1A2 substrate 0.532
CYP2A6 substrate 0.384 CYP2B6 substrate 0.474
CYP2C19 inhibitor 0.045 CYP2C19 substrate 0.594
CYP2C8 substrate 0.485 CYP2C9 inhibitor 0.045
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.019
CYP2D6 substrate 0.247 CYP2E1 substrate 0.362
CYP3A4 inhibitor 0.012 CYP3A4 substrate 0.922


Excretion

Property Value Property Value
T1/2 0.923 CL 2.544


Toxicity

Property Value Property Value
hERG Blockers 0.003 Hepatotoxicity 0.571
Mutagenicity 0.023 Rat Oral Acute Toxicity 0.107
FDAMDD 0.073 Skin Sensitization 0.003
Carcinogenicity 0.002 Eye Corrosion 0.003
Eye Irritation 0.058 Respiratory Toxicity 0.012


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.844 IGC50 2.072
LC50FM 2.644 LC50DM 4.912


Tox21 Pathway

Property Value Property Value
NR-AR 0.5 NR-AR-LBD 0.429
NR-AhR 0.005 NR-Aromatase 0.023
NR-ER 0.425 NR-ER-LBD 0.344
NR-PPAR-gamma 0.344 SR-ARE 0.075
SR-ATAD5 0.244 SR-HSE 0.075
SR-MMP 0.009 SR-p53 0.044


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Similar covalent drugs

No similar covalent drugs found for this compound.