Compound information

Natural Products
ZC1879117
Molecular Formula
C20H22N2O4
Molecular Weight
354.157957184 g/mol
Structure
IUPAC Name
benzyl (2R)-2-[(2-methoxyphenyl)carbamoyl]pyrrolidine-1-carboxylate
InChI
InChI=1S/C20H22N2O4/c1-25-18-12-6-5-10-16(18)21-19(23)17-11-7-13-22(17)20(24)26-14-15-8-3-2-4-9-15/h2-6,8-10,12,17H,7,11,13-14H2,1H3,(H,21,23)/t17-/m1/s1
InChI Key
XQJFLFFNKKTIFG-QGZVFWFLSA-N
SMILES
COc1ccccc1NC(=O)[C@H]1CCCN1C(=O)OCc1ccccc1
Source
ZINC000000861963

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 26 Ring Count 3
Heteroatom Count 6 Rotatable Bond Count 5
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 67.87 Å2 LogP 3.376
LogS -4.315 LogD 3.507


Absorption

Property Value Property Value
Pgp inhibitor 0.174 Pgp substrate 0.018
HIA 0.969 F20 % 0.967
F30 % 0.463 Caco-2 -4.477
MDCK -4.652


Distribution

Property Value Property Value
BBB Penetration 0.484 PPB 69.94
VD 2.046 Fu 1.468


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.522 CYP1A2 substrate 0.672
CYP2A6 substrate 0.725 CYP2B6 substrate 0.63
CYP2C19 inhibitor 0.979 CYP2C19 substrate 0.803
CYP2C8 substrate 0.795 CYP2C9 inhibitor 0.895
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.027
CYP2D6 substrate 0.938 CYP2E1 substrate 0.713
CYP3A4 inhibitor 0.922 CYP3A4 substrate 0.998


Excretion

Property Value Property Value
T1/2 0.743 CL 6.737


Toxicity

Property Value Property Value
hERG Blockers 0.641 Hepatotoxicity 0.781
Mutagenicity 0.022 Rat Oral Acute Toxicity 0.132
FDAMDD 0.286 Skin Sensitization 0.957
Carcinogenicity 0.103 Eye Corrosion 0.002
Eye Irritation 0.002 Respiratory Toxicity 0.077


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.311 IGC50 3.946
LC50FM 3.395 LC50DM 4.484


Tox21 Pathway

Property Value Property Value
NR-AR 0.419 NR-AR-LBD 0.213
NR-AhR 0.604 NR-Aromatase 0.036
NR-ER 0.329 NR-ER-LBD 0.408
NR-PPAR-gamma 0.278 SR-ARE 0.596
SR-ATAD5 0.479 SR-HSE 0.134
SR-MMP 0.064 SR-p53 0.086


Similar covalent inhibitors

CI000073

Similarity Score: 0.55

CI001055

Similarity Score: 0.53

CI001672

Similarity Score: 0.53

CI008158

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.