Compound information

Natural Products
ZC1882389
Molecular Formula
C20H22N2O4
Molecular Weight
354.157957184 g/mol
Structure
IUPAC Name
benzyl (2S)-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-/m0/s1
InChI Key
XQJFLFFNKKTIFG-KRWDZBQOSA-N
SMILES
COc1ccccc1NC(=O)[C@@H]1CCCN1C(=O)OCc1ccccc1
Source
ZINC000000861964

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 3.343
LogS -4.296 LogD 3.435


Absorption

Property Value Property Value
Pgp inhibitor 0.465 Pgp substrate 0.02
HIA 0.968 F20 % 0.989
F30 % 0.4 Caco-2 -4.396
MDCK -4.729


Distribution

Property Value Property Value
BBB Penetration 0.009 PPB 88.589
VD 1.859 Fu 1.609


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.669 CYP1A2 substrate 0.741
CYP2A6 substrate 0.759 CYP2B6 substrate 0.653
CYP2C19 inhibitor 0.874 CYP2C19 substrate 0.926
CYP2C8 substrate 0.844 CYP2C9 inhibitor 0.782
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.066
CYP2D6 substrate 0.987 CYP2E1 substrate 0.312
CYP3A4 inhibitor 0.616 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.682 CL 8.168


Toxicity

Property Value Property Value
hERG Blockers 0.1 Hepatotoxicity 0.749
Mutagenicity 0.007 Rat Oral Acute Toxicity 0.126
FDAMDD 0.442 Skin Sensitization 0.587
Carcinogenicity 0.237 Eye Corrosion 0.003
Eye Irritation 0.012 Respiratory Toxicity 0.067


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.641 IGC50 3.867
LC50FM 3.166 LC50DM 4.762


Tox21 Pathway

Property Value Property Value
NR-AR 0.402 NR-AR-LBD 0.202
NR-AhR 0.706 NR-Aromatase 0.124
NR-ER 0.507 NR-ER-LBD 0.519
NR-PPAR-gamma 0.379 SR-ARE 0.725
SR-ATAD5 0.621 SR-HSE 0.338
SR-MMP 0.674 SR-p53 0.308


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.