Compound information

Natural Products
ZC2254541
Molecular Formula
C21H24N2O3
Molecular Weight
352.178692628 g/mol
Structure
IUPAC Name
benzyl (2R)-2-[[(1S)-1-phenylethyl]carbamoyl]pyrrolidine-1-carboxylate
InChI
InChI=1S/C21H24N2O3/c1-16(18-11-6-3-7-12-18)22-20(24)19-13-8-14-23(19)21(25)26-15-17-9-4-2-5-10-17/h2-7,9-12,16,19H,8,13-15H2,1H3,(H,22,24)/t16-,19+/m0/s1
InChI Key
DLCCUHZGZIOGSR-QFBILLFUSA-N
SMILES
C[C@H](NC(=O)[C@H]1CCCN1C(=O)OCc1ccccc1)c1ccccc1
Source
ZINC000002940088

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 26 Ring Count 3
Heteroatom Count 5 Rotatable Bond Count 5
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 58.64 Å2 LogP 3.564
LogS -4.925 LogD 3.496


Absorption

Property Value Property Value
Pgp inhibitor 0.07 Pgp substrate 0.036
HIA 0.965 F20 % 0.992
F30 % 0.659 Caco-2 -4.516
MDCK -4.661


Distribution

Property Value Property Value
BBB Penetration 0.149 PPB 83.25
VD 1.508 Fu 1.297


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.075 CYP1A2 substrate 0.762
CYP2A6 substrate 0.745 CYP2B6 substrate 0.626
CYP2C19 inhibitor 0.797 CYP2C19 substrate 0.919
CYP2C8 substrate 0.721 CYP2C9 inhibitor 0.17
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.155
CYP2D6 substrate 0.982 CYP2E1 substrate 0.364
CYP3A4 inhibitor 0.632 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.543 CL 5.09


Toxicity

Property Value Property Value
hERG Blockers 0.672 Hepatotoxicity 0.833
Mutagenicity 0.009 Rat Oral Acute Toxicity 0.6
FDAMDD 0.669 Skin Sensitization 0.004
Carcinogenicity 0.064 Eye Corrosion 0.003
Eye Irritation 0.003 Respiratory Toxicity 0.155


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.818 IGC50 3.441
LC50FM 2.867 LC50DM 5.045


Tox21 Pathway

Property Value Property Value
NR-AR 0.396 NR-AR-LBD 0.207
NR-AhR 0.007 NR-Aromatase 0.029
NR-ER 0.284 NR-ER-LBD 0.374
NR-PPAR-gamma 0.207 SR-ARE 0.083
SR-ATAD5 0.276 SR-HSE 0.113
SR-MMP 0.014 SR-p53 0.022


Similar covalent inhibitors

CI000827

Similarity Score: 0.59

CI000073

Similarity Score: 0.57

CI000824

Similarity Score: 0.57

CI001672

Similarity Score: 0.57

CI000373

Similarity Score: 0.56

CI000823

Similarity Score: 0.55

CI000826

Similarity Score: 0.55

CI001055

Similarity Score: 0.55

CI008156

Similarity Score: 0.52

CI000329

Similarity Score: 0.51

CI000336

Similarity Score: 0.51

CI000344

Similarity Score: 0.51

CI000825

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.