Compound information

Natural Products
ZC1053346
Molecular Formula
C20H28N2O5
Molecular Weight
376.199821996 g/mol
Structure
IUPAC Name
benzyl (2S)-2-[[(1S)-1-methoxycarbonyl-3-methyl-butyl]carbamoyl]pyrrolidine-1-carboxylate
InChI
InChI=1S/C20H28N2O5/c1-14(2)12-16(19(24)26-3)21-18(23)17-10-7-11-22(17)20(25)27-13-15-8-5-4-6-9-15/h4-6,8-9,14,16-17H,7,10-13H2,1-3H3,(H,21,23)/t16-,17-/m0/s1
InChI Key
NCECLGUVJMKAPA-IRXDYDNUSA-N
SMILES
COC(=O)[C@H](CC(C)C)NC(=O)[C@@H]1CCCN1C(=O)OCc1ccccc1
Source
ZINC000034285708

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 27 Ring Count 2
Heteroatom Count 7 Rotatable Bond Count 7
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 84.94 Å2 LogP 3.301
LogS -4.256 LogD 3.243


Absorption

Property Value Property Value
Pgp inhibitor 0.674 Pgp substrate 0.141
HIA 0.963 F20 % 0.991
F30 % 0.144 Caco-2 -4.545
MDCK -4.796


Distribution

Property Value Property Value
BBB Penetration 0.003 PPB 78.94
VD 0.923 Fu 1.372


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.003 CYP1A2 substrate 0.618
CYP2A6 substrate 0.521 CYP2B6 substrate 0.646
CYP2C19 inhibitor 0.482 CYP2C19 substrate 0.952
CYP2C8 substrate 0.692 CYP2C9 inhibitor 0.364
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.009
CYP2D6 substrate 0.73 CYP2E1 substrate 0.158
CYP3A4 inhibitor 0.066 CYP3A4 substrate 0.998


Excretion

Property Value Property Value
T1/2 0.626 CL 6.289


Toxicity

Property Value Property Value
hERG Blockers 0.001 Hepatotoxicity 0.94
Mutagenicity 0.017 Rat Oral Acute Toxicity 0.112
FDAMDD 0.698 Skin Sensitization 0.0
Carcinogenicity 0.019 Eye Corrosion 0.013
Eye Irritation 0.049 Respiratory Toxicity 0.007


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.142 IGC50 2.902
LC50FM 3.025 LC50DM 4.596


Tox21 Pathway

Property Value Property Value
NR-AR 0.284 NR-AR-LBD 0.171
NR-AhR 0.003 NR-Aromatase 0.06
NR-ER 0.265 NR-ER-LBD 0.47
NR-PPAR-gamma 0.194 SR-ARE 0.125
SR-ATAD5 0.364 SR-HSE 0.169
SR-MMP 0.109 SR-p53 0.024


Similar covalent inhibitors

CI005318

Similarity Score: 0.55

CI000827

Similarity Score: 0.55

CI003273

Similarity Score: 0.55

CI000823

Similarity Score: 0.54

CI000824

Similarity Score: 0.54

CI000073

Similarity Score: 0.53

CI000373

Similarity Score: 0.53

CI008156

Similarity Score: 0.53

CI001055

Similarity Score: 0.52

CI008158

Similarity Score: 0.51

CI000826

Similarity Score: 0.51

CI001672

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.