Compound information

Natural Products
ZC1548156
Molecular Formula
C22H24N2O5
Molecular Weight
396.168521868 g/mol
Structure
IUPAC Name
benzyl (2R)-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-/m1/s1
InChI Key
ABBUEKAIKQURGG-LJQANCHMSA-N
SMILES
O=C(CNC(=O)[C@H]1CCCN1C(=O)OCc1ccccc1)OCc1ccccc1
Source
ZINC000004764370

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 3.183
LogS -3.886 LogD 4.044


Absorption

Property Value Property Value
Pgp inhibitor 0.037 Pgp substrate 0.01
HIA 0.968 F20 % 0.022
F30 % 0.002 Caco-2 -4.559
MDCK -4.628


Distribution

Property Value Property Value
BBB Penetration 0.045 PPB 73.723
VD 1.272 Fu 1.098


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.3 CYP1A2 substrate 0.517
CYP2A6 substrate 0.344 CYP2B6 substrate 0.612
CYP2C19 inhibitor 0.962 CYP2C19 substrate 0.586
CYP2C8 substrate 0.791 CYP2C9 inhibitor 0.583
CYP2C9 substrate 0.965 CYP2D6 inhibitor 0.055
CYP2D6 substrate 0.496 CYP2E1 substrate 0.328
CYP3A4 inhibitor 0.919 CYP3A4 substrate 0.906


Excretion

Property Value Property Value
T1/2 0.817 CL 5.69


Toxicity

Property Value Property Value
hERG Blockers 0.752 Hepatotoxicity 0.914
Mutagenicity 0.025 Rat Oral Acute Toxicity 0.3
FDAMDD 0.271 Skin Sensitization 0.018
Carcinogenicity 0.01 Eye Corrosion 0.001
Eye Irritation 0.001 Respiratory Toxicity 0.022


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.02 IGC50 3.723
LC50FM 2.829 LC50DM 3.076


Tox21 Pathway

Property Value Property Value
NR-AR 0.342 NR-AR-LBD 0.215
NR-AhR 0.006 NR-Aromatase 0.024
NR-ER 0.235 NR-ER-LBD 0.388
NR-PPAR-gamma 0.199 SR-ARE 0.079
SR-ATAD5 0.311 SR-HSE 0.119
SR-MMP 0.012 SR-p53 0.029


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.