Compound information

Natural Products
ZC441002
Molecular Formula
C16H20N2O5
Molecular Weight
320.13722174 g/mol
Structure
IUPAC Name
(2S)-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-YPMHNXCESA-N
SMILES
C[C@@H](NC(=O)OCc1ccccc1)C(=O)N1CCC[C@H]1C(=O)O
Source
ZINC000001575978

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 1.003
LogS -1.996 LogD 0.094


Absorption

Property Value Property Value
Pgp inhibitor 0.005 Pgp substrate 0.029
HIA 0.648 F20 % 0.995
F30 % 0.804 Caco-2 -5.667
MDCK -5.576


Distribution

Property Value Property Value
BBB Penetration 0.402 PPB 57.865
VD 0.286 Fu 0.351


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.003 CYP1A2 substrate 0.605
CYP2A6 substrate 0.441 CYP2B6 substrate 0.491
CYP2C19 inhibitor 0.049 CYP2C19 substrate 0.86
CYP2C8 substrate 0.631 CYP2C9 inhibitor 0.125
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.007
CYP2D6 substrate 0.494 CYP2E1 substrate 0.235
CYP3A4 inhibitor 0.008 CYP3A4 substrate 0.99


Excretion

Property Value Property Value
T1/2 0.858 CL 3.804


Toxicity

Property Value Property Value
hERG Blockers 0.002 Hepatotoxicity 0.831
Mutagenicity 0.014 Rat Oral Acute Toxicity 0.155
FDAMDD 0.199 Skin Sensitization 0.0
Carcinogenicity 0.004 Eye Corrosion 0.003
Eye Irritation 0.085 Respiratory Toxicity 0.025


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.648 IGC50 1.906
LC50FM 2.561 LC50DM 4.997


Tox21 Pathway

Property Value Property Value
NR-AR 0.431 NR-AR-LBD 0.355
NR-AhR 0.005 NR-Aromatase 0.025
NR-ER 0.377 NR-ER-LBD 0.356
NR-PPAR-gamma 0.404 SR-ARE 0.058
SR-ATAD5 0.279 SR-HSE 0.076
SR-MMP 0.008 SR-p53 0.026


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Similar covalent drugs

No similar covalent drugs found for this compound.