Compound information

Natural Products
ZC1876159
Molecular Formula
C21H24N2O3
Molecular Weight
352.178692628 g/mol
Structure
IUPAC Name
benzyl N-[(1S)-1-benzyl-2-oxo-2-pyrrolidin-1-yl-ethyl]carbamate
InChI
InChI=1S/C21H24N2O3/c24-20(23-13-7-8-14-23)19(15-17-9-3-1-4-10-17)22-21(25)26-16-18-11-5-2-6-12-18/h1-6,9-12,19H,7-8,13-16H2,(H,22,25)/t19-/m0/s1
InChI Key
OOGGNRIRMBNHKU-IBGZPJMESA-N
SMILES
O=C(N[C@@H](Cc1ccccc1)C(=O)N1CCCC1)OCc1ccccc1
Source
ZINC000003203413

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 3.44
LogS -4.198 LogD 3.544


Absorption

Property Value Property Value
Pgp inhibitor 0.08 Pgp substrate 0.023
HIA 0.967 F20 % 0.982
F30 % 0.026 Caco-2 -4.547
MDCK -4.612


Distribution

Property Value Property Value
BBB Penetration 0.006 PPB 96.706
VD 1.718 Fu 1.286


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.974 CYP1A2 substrate 0.712
CYP2A6 substrate 0.663 CYP2B6 substrate 0.686
CYP2C19 inhibitor 0.801 CYP2C19 substrate 0.871
CYP2C8 substrate 0.819 CYP2C9 inhibitor 0.358
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.25
CYP2D6 substrate 0.954 CYP2E1 substrate 0.361
CYP3A4 inhibitor 0.503 CYP3A4 substrate 0.998


Excretion

Property Value Property Value
T1/2 0.615 CL 4.362


Toxicity

Property Value Property Value
hERG Blockers 0.497 Hepatotoxicity 0.609
Mutagenicity 0.008 Rat Oral Acute Toxicity 0.217
FDAMDD 0.564 Skin Sensitization 0.452
Carcinogenicity 0.036 Eye Corrosion 0.004
Eye Irritation 0.011 Respiratory Toxicity 0.162


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.69 IGC50 4.026
LC50FM 3.489 LC50DM 5.136


Tox21 Pathway

Property Value Property Value
NR-AR 0.284 NR-AR-LBD 0.159
NR-AhR 0.028 NR-Aromatase 0.067
NR-ER 0.388 NR-ER-LBD 0.399
NR-PPAR-gamma 0.243 SR-ARE 0.487
SR-ATAD5 0.541 SR-HSE 0.441
SR-MMP 0.067 SR-p53 0.038


Similar covalent inhibitors

CI004314

Similarity Score: 0.56

CI000667

Similarity Score: 0.56

CI004309

Similarity Score: 0.54

CI004288

Similarity Score: 0.53

CI001889

Similarity Score: 0.52

CI002271

Similarity Score: 0.52

CI002274

Similarity Score: 0.52

CI002768

Similarity Score: 0.52

CI003305

Similarity Score: 0.52

CI003897

Similarity Score: 0.52

CI006078

Similarity Score: 0.51

CI003767

Similarity Score: 0.51

CI003982

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.