Compound information

Natural Products
ZC303387
Molecular Formula
C16H20N2O6
Molecular Weight
336.13213636 g/mol
Structure
IUPAC Name
(2S)-2-[[(2S)-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-STQMWFEESA-N
SMILES
O=C(O)[C@H](CO)NC(=O)[C@@H]1CCCN1C(=O)OCc1ccccc1
Source
ZINC000001576175

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 0.396
LogS -1.941 LogD -0.5


Absorption

Property Value Property Value
Pgp inhibitor 0.0 Pgp substrate 0.028
HIA 0.844 F20 % 0.725
F30 % 0.025 Caco-2 -6.23
MDCK -5.817


Distribution

Property Value Property Value
BBB Penetration 0.041 PPB 58.367
VD 0.451 Fu 0.329


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.003 CYP1A2 substrate 0.618
CYP2A6 substrate 0.599 CYP2B6 substrate 0.601
CYP2C19 inhibitor 0.112 CYP2C19 substrate 0.913
CYP2C8 substrate 0.742 CYP2C9 inhibitor 0.025
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.031
CYP2D6 substrate 0.712 CYP2E1 substrate 0.164
CYP3A4 inhibitor 0.023 CYP3A4 substrate 0.963


Excretion

Property Value Property Value
T1/2 0.828 CL 3.794


Toxicity

Property Value Property Value
hERG Blockers 0.005 Hepatotoxicity 0.822
Mutagenicity 0.05 Rat Oral Acute Toxicity 0.158
FDAMDD 0.125 Skin Sensitization 0.002
Carcinogenicity 0.005 Eye Corrosion 0.007
Eye Irritation 0.384 Respiratory Toxicity 0.009


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.364 IGC50 1.787
LC50FM 2.217 LC50DM 4.851


Tox21 Pathway

Property Value Property Value
NR-AR 0.498 NR-AR-LBD 0.358
NR-AhR 0.004 NR-Aromatase 0.042
NR-ER 0.399 NR-ER-LBD 0.376
NR-PPAR-gamma 0.406 SR-ARE 0.049
SR-ATAD5 0.291 SR-HSE 0.122
SR-MMP 0.008 SR-p53 0.023


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.