Compound information

Natural Products
ZC1535618
Molecular Formula
C22H24N2O5
Molecular Weight
396.168521868 g/mol
Structure
IUPAC Name
(2R)-1-[(2S)-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+/m0/s1
InChI Key
SLQMUASKUOLVIO-RBUKOAKNSA-N
SMILES
O=C(N[C@@H](Cc1ccccc1)C(=O)N1CCC[C@@H]1C(=O)O)OCc1ccccc1
Source
ZINC000004760113

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 2.603
LogS -3.459 LogD 1.881


Absorption

Property Value Property Value
Pgp inhibitor 0.01 Pgp substrate 0.07
HIA 0.795 F20 % 0.993
F30 % 0.886 Caco-2 -5.179
MDCK -4.953


Distribution

Property Value Property Value
BBB Penetration 0.024 PPB 88.917
VD 0.585 Fu 1.231


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.001 CYP1A2 substrate 0.551
CYP2A6 substrate 0.485 CYP2B6 substrate 0.513
CYP2C19 inhibitor 0.117 CYP2C19 substrate 0.752
CYP2C8 substrate 0.595 CYP2C9 inhibitor 0.024
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.045
CYP2D6 substrate 0.507 CYP2E1 substrate 0.291
CYP3A4 inhibitor 0.02 CYP3A4 substrate 0.986


Excretion

Property Value Property Value
T1/2 0.9 CL 1.683


Toxicity

Property Value Property Value
hERG Blockers 0.004 Hepatotoxicity 0.547
Mutagenicity 0.012 Rat Oral Acute Toxicity 0.345
FDAMDD 0.313 Skin Sensitization 0.008
Carcinogenicity 0.002 Eye Corrosion 0.005
Eye Irritation 0.011 Respiratory Toxicity 0.032


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.448 IGC50 2.529
LC50FM 2.165 LC50DM 4.692


Tox21 Pathway

Property Value Property Value
NR-AR 0.505 NR-AR-LBD 0.356
NR-AhR 0.01 NR-Aromatase 0.025
NR-ER 0.368 NR-ER-LBD 0.357
NR-PPAR-gamma 0.468 SR-ARE 0.079
SR-ATAD5 0.279 SR-HSE 0.19
SR-MMP 0.007 SR-p53 0.04


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

Similarity Score: 0.55

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.