Compound information

Natural Products
ZC1883078
Molecular Formula
C21H24N2O3
Molecular Weight
352.178692628 g/mol
Structure
IUPAC Name
benzyl N-[(1R)-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-/m1/s1
InChI Key
OOGGNRIRMBNHKU-LJQANCHMSA-N
SMILES
O=C(N[C@H](Cc1ccccc1)C(=O)N1CCCC1)OCc1ccccc1
Source
ZINC000003203415

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 3.567
LogS -4.253 LogD 3.655


Absorption

Property Value Property Value
Pgp inhibitor 0.137 Pgp substrate 0.02
HIA 0.97 F20 % 0.951
F30 % 0.012 Caco-2 -4.731
MDCK -4.614


Distribution

Property Value Property Value
BBB Penetration 0.227 PPB 91.034
VD 1.303 Fu 1.256


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.219 CYP1A2 substrate 0.697
CYP2A6 substrate 0.629 CYP2B6 substrate 0.627
CYP2C19 inhibitor 0.862 CYP2C19 substrate 0.559
CYP2C8 substrate 0.774 CYP2C9 inhibitor 0.774
CYP2C9 substrate 0.961 CYP2D6 inhibitor 0.328
CYP2D6 substrate 0.806 CYP2E1 substrate 0.583
CYP3A4 inhibitor 0.853 CYP3A4 substrate 0.987


Excretion

Property Value Property Value
T1/2 0.698 CL 3.91


Toxicity

Property Value Property Value
hERG Blockers 0.844 Hepatotoxicity 0.596
Mutagenicity 0.016 Rat Oral Acute Toxicity 0.19
FDAMDD 0.412 Skin Sensitization 0.472
Carcinogenicity 0.015 Eye Corrosion 0.002
Eye Irritation 0.005 Respiratory Toxicity 0.093


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.377 IGC50 4.118
LC50FM 3.636 LC50DM 4.408


Tox21 Pathway

Property Value Property Value
NR-AR 0.326 NR-AR-LBD 0.175
NR-AhR 0.022 NR-Aromatase 0.034
NR-ER 0.29 NR-ER-LBD 0.375
NR-PPAR-gamma 0.238 SR-ARE 0.447
SR-ATAD5 0.345 SR-HSE 0.261
SR-MMP 0.031 SR-p53 0.046


Similar covalent inhibitors

CI004314

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CI000667

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CI004309

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CI004288

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CI001889

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CI002271

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CI002274

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CI002768

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CI003305

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CI003897

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CI006078

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CI003767

Similarity Score: 0.51

CI003982

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Similar covalent drugs

No similar covalent drugs found for this compound.