Compound information

Natural Products
ZC1868662
Molecular Formula
C21H24N2O3
Molecular Weight
352.178692628 g/mol
Structure
IUPAC Name
benzyl (2R)-2-(2-phenylethylcarbamoyl)pyrrolidine-1-carboxylate
InChI
InChI=1S/C21H24N2O3/c24-20(22-14-13-17-8-3-1-4-9-17)19-12-7-15-23(19)21(25)26-16-18-10-5-2-6-11-18/h1-6,8-11,19H,7,12-16H2,(H,22,24)/t19-/m1/s1
InChI Key
YDUUUFDZIBNORX-LJQANCHMSA-N
SMILES
O=C(NCCc1ccccc1)[C@H]1CCCN1C(=O)OCc1ccccc1
Source
ZINC000096783008

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 26 Ring Count 3
Heteroatom Count 5 Rotatable Bond Count 6
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 58.64 Å2 LogP 3.503
LogS -3.889 LogD 3.715


Absorption

Property Value Property Value
Pgp inhibitor 0.955 Pgp substrate 0.005
HIA 0.968 F20 % 0.986
F30 % 0.184 Caco-2 -4.437
MDCK -4.598


Distribution

Property Value Property Value
BBB Penetration 0.088 PPB 79.911
VD 2.436 Fu 1.379


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.07 CYP1A2 substrate 0.661
CYP2A6 substrate 0.574 CYP2B6 substrate 0.658
CYP2C19 inhibitor 0.956 CYP2C19 substrate 0.746
CYP2C8 substrate 0.703 CYP2C9 inhibitor 0.889
CYP2C9 substrate 0.924 CYP2D6 inhibitor 0.645
CYP2D6 substrate 0.894 CYP2E1 substrate 0.406
CYP3A4 inhibitor 0.703 CYP3A4 substrate 0.995


Excretion

Property Value Property Value
T1/2 0.623 CL 6.051


Toxicity

Property Value Property Value
hERG Blockers 0.942 Hepatotoxicity 0.534
Mutagenicity 0.006 Rat Oral Acute Toxicity 0.527
FDAMDD 0.426 Skin Sensitization 0.403
Carcinogenicity 0.029 Eye Corrosion 0.001
Eye Irritation 0.006 Respiratory Toxicity 0.077


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.12 IGC50 3.899
LC50FM 2.784 LC50DM 2.169


Tox21 Pathway

Property Value Property Value
NR-AR 0.409 NR-AR-LBD 0.198
NR-AhR 0.011 NR-Aromatase 0.024
NR-ER 0.245 NR-ER-LBD 0.387
NR-PPAR-gamma 0.212 SR-ARE 0.142
SR-ATAD5 0.305 SR-HSE 0.174
SR-MMP 0.017 SR-p53 0.032


Similar covalent inhibitors

CI001672

Similarity Score: 0.63

CI008156

Similarity Score: 0.61

CI000073

Similarity Score: 0.60

CI001055

Similarity Score: 0.58

CI001676

Similarity Score: 0.54

CI001679

Similarity Score: 0.52

CI008157

Similarity Score: 0.51

CI001678

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.