Compound information

Natural Products
ZC1548707
Molecular Formula
C22H24N2O5
Molecular Weight
396.168521868 g/mol
Structure
IUPAC Name
benzyl (2S)-2-[(2-benzyloxy-2-oxo-ethyl)carbamoyl]pyrrolidine-1-carboxylate
InChI
InChI=1S/C22H24N2O5/c25-20(28-15-17-8-3-1-4-9-17)14-23-21(26)19-12-7-13-24(19)22(27)29-16-18-10-5-2-6-11-18/h1-6,8-11,19H,7,12-16H2,(H,23,26)/t19-/m0/s1
InChI Key
ABBUEKAIKQURGG-IBGZPJMESA-N
SMILES
O=C(CNC(=O)[C@@H]1CCCN1C(=O)OCc1ccccc1)OCc1ccccc1
Source
ZINC000004764356

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 29 Ring Count 3
Heteroatom Count 7 Rotatable Bond Count 7
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 84.94 Å2 LogP 3.171
LogS -3.826 LogD 4.038


Absorption

Property Value Property Value
Pgp inhibitor 0.028 Pgp substrate 0.041
HIA 0.966 F20 % 0.092
F30 % 0.001 Caco-2 -4.484
MDCK -4.734


Distribution

Property Value Property Value
BBB Penetration 0.001 PPB 93.056
VD 0.97 Fu 1.26


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.298 CYP1A2 substrate 0.514
CYP2A6 substrate 0.353 CYP2B6 substrate 0.617
CYP2C19 inhibitor 0.775 CYP2C19 substrate 0.762
CYP2C8 substrate 0.837 CYP2C9 inhibitor 0.381
CYP2C9 substrate 0.987 CYP2D6 inhibitor 0.172
CYP2D6 substrate 0.67 CYP2E1 substrate 0.231
CYP3A4 inhibitor 0.551 CYP3A4 substrate 0.946


Excretion

Property Value Property Value
T1/2 0.804 CL 8.015


Toxicity

Property Value Property Value
hERG Blockers 0.351 Hepatotoxicity 0.836
Mutagenicity 0.013 Rat Oral Acute Toxicity 0.35
FDAMDD 0.531 Skin Sensitization 0.011
Carcinogenicity 0.011 Eye Corrosion 0.002
Eye Irritation 0.002 Respiratory Toxicity 0.034


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.508 IGC50 3.897
LC50FM 2.627 LC50DM 3.26


Tox21 Pathway

Property Value Property Value
NR-AR 0.298 NR-AR-LBD 0.186
NR-AhR 0.007 NR-Aromatase 0.029
NR-ER 0.246 NR-ER-LBD 0.436
NR-PPAR-gamma 0.218 SR-ARE 0.1
SR-ATAD5 0.392 SR-HSE 0.194
SR-MMP 0.07 SR-p53 0.023


Similar covalent inhibitors

CI001672

Similarity Score: 0.63

CI000073

Similarity Score: 0.60

CI001055

Similarity Score: 0.58

CI001676

Similarity Score: 0.54

CI001679

Similarity Score: 0.52

CI001678

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.