Compound information

Natural Products
ZC306937
Molecular Formula
C16H20N2O6
Molecular Weight
336.13213636 g/mol
Structure
IUPAC Name
(2S)-2-[[(2R)-1-benzyloxycarbonylpyrrolidine-2-carbonyl]amino]-3-hydroxy-propanoic acid
InChI
InChI=1S/C16H20N2O6/c19-9-12(15(21)22)17-14(20)13-7-4-8-18(13)16(23)24-10-11-5-2-1-3-6-11/h1-3,5-6,12-13,19H,4,7-10H2,(H,17,20)(H,21,22)/t12-,13+/m0/s1
InChI Key
PMGNCMOZLHZLBM-QWHCGFSZSA-N
SMILES
O=C(O)[C@H](CO)NC(=O)[C@H]1CCCN1C(=O)OCc1ccccc1
Source
ZINC000001576176

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 24 Ring Count 2
Heteroatom Count 8 Rotatable Bond Count 6
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 3
Topological Polar Surface Area 116.17 Å2 LogP 0.571
LogS -1.521 LogD -0.454


Absorption

Property Value Property Value
Pgp inhibitor 0.0 Pgp substrate 0.02
HIA 0.918 F20 % 0.826
F30 % 0.088 Caco-2 -6.127
MDCK -5.785


Distribution

Property Value Property Value
BBB Penetration 0.794 PPB 50.895
VD 0.504 Fu 0.305


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.002 CYP1A2 substrate 0.615
CYP2A6 substrate 0.501 CYP2B6 substrate 0.49
CYP2C19 inhibitor 0.15 CYP2C19 substrate 0.821
CYP2C8 substrate 0.632 CYP2C9 inhibitor 0.033
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.026
CYP2D6 substrate 0.469 CYP2E1 substrate 0.223
CYP3A4 inhibitor 0.009 CYP3A4 substrate 0.919


Excretion

Property Value Property Value
T1/2 0.914 CL 3.883


Toxicity

Property Value Property Value
hERG Blockers 0.006 Hepatotoxicity 0.685
Mutagenicity 0.082 Rat Oral Acute Toxicity 0.138
FDAMDD 0.067 Skin Sensitization 0.007
Carcinogenicity 0.006 Eye Corrosion 0.003
Eye Irritation 0.229 Respiratory Toxicity 0.011


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.709 IGC50 1.896
LC50FM 2.175 LC50DM 4.834


Tox21 Pathway

Property Value Property Value
NR-AR 0.538 NR-AR-LBD 0.412
NR-AhR 0.004 NR-Aromatase 0.024
NR-ER 0.437 NR-ER-LBD 0.369
NR-PPAR-gamma 0.391 SR-ARE 0.045
SR-ATAD5 0.272 SR-HSE 0.059
SR-MMP 0.009 SR-p53 0.032


Similar covalent inhibitors

CI008156

Similarity Score: 0.59

CI000073

Similarity Score: 0.57

CI001055

Similarity Score: 0.55

CI001672

Similarity Score: 0.55

CI000827

Similarity Score: 0.54

CI008157

Similarity Score: 0.53

CI000373

Similarity Score: 0.52

CI008158

Similarity Score: 0.52

CI000824

Similarity Score: 0.52

CI000823

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.