Compound information

Natural Products
ZC2257733
Molecular Formula
C21H24N2O3
Molecular Weight
352.178692628 g/mol
Structure
IUPAC Name
benzyl (2R)-2-[[(1R)-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-/m1/s1
InChI Key
DLCCUHZGZIOGSR-VQIMIIECSA-N
SMILES
C[C@@H](NC(=O)[C@H]1CCCN1C(=O)OCc1ccccc1)c1ccccc1
Source
ZINC000002940089

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 3.517
LogS -4.436 LogD 3.597


Absorption

Property Value Property Value
Pgp inhibitor 0.117 Pgp substrate 0.016
HIA 0.965 F20 % 0.993
F30 % 0.763 Caco-2 -4.456
MDCK -4.662


Distribution

Property Value Property Value
BBB Penetration 0.137 PPB 82.054
VD 0.867 Fu 1.293


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.093 CYP1A2 substrate 0.7
CYP2A6 substrate 0.785 CYP2B6 substrate 0.639
CYP2C19 inhibitor 0.876 CYP2C19 substrate 0.843
CYP2C8 substrate 0.731 CYP2C9 inhibitor 0.833
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.165
CYP2D6 substrate 0.981 CYP2E1 substrate 0.667
CYP3A4 inhibitor 0.875 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.505 CL 4.857


Toxicity

Property Value Property Value
hERG Blockers 0.247 Hepatotoxicity 0.618
Mutagenicity 0.007 Rat Oral Acute Toxicity 0.462
FDAMDD 0.405 Skin Sensitization 0.011
Carcinogenicity 0.016 Eye Corrosion 0.002
Eye Irritation 0.009 Respiratory Toxicity 0.125


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.026 IGC50 3.224
LC50FM 3.068 LC50DM 4.838


Tox21 Pathway

Property Value Property Value
NR-AR 0.419 NR-AR-LBD 0.22
NR-AhR 0.006 NR-Aromatase 0.027
NR-ER 0.269 NR-ER-LBD 0.376
NR-PPAR-gamma 0.208 SR-ARE 0.137
SR-ATAD5 0.261 SR-HSE 0.11
SR-MMP 0.012 SR-p53 0.029


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.