Compound information

Natural Products
ZC307332
Molecular Formula
C16H20N2O6
Molecular Weight
336.13213636 g/mol
Structure
IUPAC Name
(2R)-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-/m1/s1
InChI Key
PMGNCMOZLHZLBM-CHWSQXEVSA-N
SMILES
O=C(O)[C@@H](CO)NC(=O)[C@H]1CCCN1C(=O)OCc1ccccc1
Source
ZINC000001576178

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 0.529
LogS -1.286 LogD -0.523


Absorption

Property Value Property Value
Pgp inhibitor 0.003 Pgp substrate 0.014
HIA 0.907 F20 % 0.85
F30 % 0.3 Caco-2 -6.181
MDCK -5.766


Distribution

Property Value Property Value
BBB Penetration 0.049 PPB 36.204
VD 0.511 Fu 0.229


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.003 CYP1A2 substrate 0.432
CYP2A6 substrate 0.444 CYP2B6 substrate 0.425
CYP2C19 inhibitor 0.059 CYP2C19 substrate 0.427
CYP2C8 substrate 0.417 CYP2C9 inhibitor 0.028
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.022
CYP2D6 substrate 0.229 CYP2E1 substrate 0.338
CYP3A4 inhibitor 0.024 CYP3A4 substrate 0.819


Excretion

Property Value Property Value
T1/2 0.906 CL 2.884


Toxicity

Property Value Property Value
hERG Blockers 0.008 Hepatotoxicity 0.489
Mutagenicity 0.129 Rat Oral Acute Toxicity 0.089
FDAMDD 0.061 Skin Sensitization 0.032
Carcinogenicity 0.002 Eye Corrosion 0.003
Eye Irritation 0.198 Respiratory Toxicity 0.017


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -1.278 IGC50 2.118
LC50FM 2.324 LC50DM 4.692


Tox21 Pathway

Property Value Property Value
NR-AR 0.578 NR-AR-LBD 0.489
NR-AhR 0.005 NR-Aromatase 0.022
NR-ER 0.475 NR-ER-LBD 0.357
NR-PPAR-gamma 0.339 SR-ARE 0.067
SR-ATAD5 0.244 SR-HSE 0.059
SR-MMP 0.008 SR-p53 0.045


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.