Compound information

Natural Products
ZC440362
Molecular Formula
C16H20N2O5
Molecular Weight
320.13722174 g/mol
Structure
IUPAC Name
(2S)-1-[(2S)-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-/m0/s1
InChI Key
RSSOZTMMMIWOJB-AAEUAGOBSA-N
SMILES
C[C@H](NC(=O)OCc1ccccc1)C(=O)N1CCC[C@H]1C(=O)O
Source
ZINC000001575977

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 0.992
LogS -2.104 LogD 0.259


Absorption

Property Value Property Value
Pgp inhibitor 0.001 Pgp substrate 0.033
HIA 0.022 F20 % 0.995
F30 % 0.943 Caco-2 -5.488
MDCK -5.516


Distribution

Property Value Property Value
BBB Penetration 0.017 PPB 67.948
VD 0.347 Fu 0.385


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.003 CYP1A2 substrate 0.62
CYP2A6 substrate 0.54 CYP2B6 substrate 0.58
CYP2C19 inhibitor 0.106 CYP2C19 substrate 0.934
CYP2C8 substrate 0.725 CYP2C9 inhibitor 0.032
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.053
CYP2D6 substrate 0.695 CYP2E1 substrate 0.132
CYP3A4 inhibitor 0.01 CYP3A4 substrate 0.977


Excretion

Property Value Property Value
T1/2 0.762 CL 4.137


Toxicity

Property Value Property Value
hERG Blockers 0.001 Hepatotoxicity 0.854
Mutagenicity 0.003 Rat Oral Acute Toxicity 0.165
FDAMDD 0.349 Skin Sensitization 0.0
Carcinogenicity 0.003 Eye Corrosion 0.004
Eye Irritation 0.045 Respiratory Toxicity 0.024


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.224 IGC50 1.882
LC50FM 2.471 LC50DM 4.995


Tox21 Pathway

Property Value Property Value
NR-AR 0.391 NR-AR-LBD 0.313
NR-AhR 0.005 NR-Aromatase 0.033
NR-ER 0.359 NR-ER-LBD 0.354
NR-PPAR-gamma 0.405 SR-ARE 0.056
SR-ATAD5 0.297 SR-HSE 0.088
SR-MMP 0.008 SR-p53 0.017


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Similar covalent drugs

No similar covalent drugs found for this compound.