Compound information

Natural Products
ZC1526831
Molecular Formula
C22H24N2O5
Molecular Weight
396.168521868 g/mol
Structure
IUPAC Name
(2S)-1-[(2R)-2-(benzyloxycarbonylamino)-3-phenyl-propanoyl]pyrrolidine-2-carboxylic acid
InChI
InChI=1S/C22H24N2O5/c25-20(24-13-7-12-19(24)21(26)27)18(14-16-8-3-1-4-9-16)23-22(28)29-15-17-10-5-2-6-11-17/h1-6,8-11,18-19H,7,12-15H2,(H,23,28)(H,26,27)/t18-,19+/m1/s1
InChI Key
SLQMUASKUOLVIO-MOPGFXCFSA-N
SMILES
O=C(N[C@H](Cc1ccccc1)C(=O)N1CCC[C@H]1C(=O)O)OCc1ccccc1
Source
ZINC000004760120

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 4 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 95.94 Å2 LogP 2.724
LogS -3.542 LogD 1.991


Absorption

Property Value Property Value
Pgp inhibitor 0.006 Pgp substrate 0.037
HIA 0.884 F20 % 0.993
F30 % 0.088 Caco-2 -5.884
MDCK -5.074


Distribution

Property Value Property Value
BBB Penetration 0.113 PPB 87.241
VD 0.469 Fu 1.154


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.002 CYP1A2 substrate 0.671
CYP2A6 substrate 0.463 CYP2B6 substrate 0.489
CYP2C19 inhibitor 0.147 CYP2C19 substrate 0.679
CYP2C8 substrate 0.703 CYP2C9 inhibitor 0.156
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.042
CYP2D6 substrate 0.504 CYP2E1 substrate 0.245
CYP3A4 inhibitor 0.041 CYP3A4 substrate 0.987


Excretion

Property Value Property Value
T1/2 0.839 CL 1.933


Toxicity

Property Value Property Value
hERG Blockers 0.01 Hepatotoxicity 0.852
Mutagenicity 0.01 Rat Oral Acute Toxicity 0.534
FDAMDD 0.479 Skin Sensitization 0.002
Carcinogenicity 0.003 Eye Corrosion 0.004
Eye Irritation 0.015 Respiratory Toxicity 0.038


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.472 IGC50 2.847
LC50FM 2.264 LC50DM 4.338


Tox21 Pathway

Property Value Property Value
NR-AR 0.484 NR-AR-LBD 0.332
NR-AhR 0.012 NR-Aromatase 0.024
NR-ER 0.371 NR-ER-LBD 0.365
NR-PPAR-gamma 0.518 SR-ARE 0.074
SR-ATAD5 0.293 SR-HSE 0.141
SR-MMP 0.01 SR-p53 0.045


Similar covalent inhibitors

CI005320

Similarity Score: 0.61

CI000827

Similarity Score: 0.59

CI000824

Similarity Score: 0.57

CI000373

Similarity Score: 0.56

CI000823

Similarity Score: 0.55

CI000826

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CI000329

Similarity Score: 0.54

CI000880

Similarity Score: 0.54

CI000888

Similarity Score: 0.54

CI002606

Similarity Score: 0.52

CI000344

Similarity Score: 0.51

CI000825

Similarity Score: 0.51

CI003273

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.