Compound information

Natural Products
ZC402970
Molecular Formula
C14H17NO2
Molecular Weight
231.125928784 g/mol
Structure
IUPAC Name
1-[(3S)-3-benzyloxypyrrolidin-1-yl]prop-2-en-1-one
InChI
InChI=1S/C14H17NO2/c1-2-14(16)15-9-8-13(10-15)17-11-12-6-4-3-5-7-12/h2-7,13H,1,8-11H2/t13-/m0/s1
InChI Key
KZUCTVFJVRVMNP-ZDUSSCGKSA-N
SMILES
C=CC(=O)N1CC[C@H](OCc2ccccc2)C1
Source
ZINC000306972650

Warheads

Acrylamide


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 17 Ring Count 2
Heteroatom Count 3 Rotatable Bond Count 4
Hydrogen Bond Acceptor Count 2 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 29.54 Å2 LogP 1.729
LogS -2.282 LogD 2.033


Absorption

Property Value Property Value
Pgp inhibitor 0.657 Pgp substrate 0.004
HIA 0.967 F20 % 0.993
F30 % 0.692 Caco-2 -4.456
MDCK -4.739


Distribution

Property Value Property Value
BBB Penetration 0.623 PPB 59.235
VD 1.488 Fu 0.569


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.036 CYP1A2 substrate 0.608
CYP2A6 substrate 0.83 CYP2B6 substrate 0.679
CYP2C19 inhibitor 0.252 CYP2C19 substrate 0.799
CYP2C8 substrate 0.662 CYP2C9 inhibitor 0.028
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.017
CYP2D6 substrate 0.962 CYP2E1 substrate 0.903
CYP3A4 inhibitor 0.023 CYP3A4 substrate 0.998


Excretion

Property Value Property Value
T1/2 0.378 CL 8.543


Toxicity

Property Value Property Value
hERG Blockers 0.429 Hepatotoxicity 0.978
Mutagenicity 0.385 Rat Oral Acute Toxicity 0.249
FDAMDD 0.462 Skin Sensitization 0.996
Carcinogenicity 0.832 Eye Corrosion 0.999
Eye Irritation 0.972 Respiratory Toxicity 0.055


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.593 IGC50 2.771
LC50FM 3.397 LC50DM 2.46


Tox21 Pathway

Property Value Property Value
NR-AR 0.106 NR-AR-LBD 0.803
NR-AhR 0.004 NR-Aromatase 0.058
NR-ER 0.433 NR-ER-LBD 0.526
NR-PPAR-gamma 0.602 SR-ARE 0.84
SR-ATAD5 0.8 SR-HSE 0.642
SR-MMP 0.066 SR-p53 0.7


Similar covalent inhibitors

CI005188

Similarity Score: 0.59

CI005189

Similarity Score: 0.52

CI008000

Similarity Score: 0.52



Similar covalent drugs

No similar covalent drugs found for this compound.