Compound information

Natural Products
ZC1551128
Molecular Formula
C22H24N2O5
Molecular Weight
396.168521868 g/mol
Structure
IUPAC Name
(2S)-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-OALUTQOASA-N
SMILES
O=C(N[C@@H](Cc1ccccc1)C(=O)N1CCC[C@H]1C(=O)O)OCc1ccccc1
Source
ZINC000004760118

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 2.632
LogS -3.502 LogD 2.015


Absorption

Property Value Property Value
Pgp inhibitor 0.004 Pgp substrate 0.069
HIA 0.518 F20 % 0.993
F30 % 0.246 Caco-2 -5.329
MDCK -4.984


Distribution

Property Value Property Value
BBB Penetration 0.005 PPB 96.034
VD 0.463 Fu 1.324


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.003 CYP1A2 substrate 0.664
CYP2A6 substrate 0.472 CYP2B6 substrate 0.539
CYP2C19 inhibitor 0.121 CYP2C19 substrate 0.917
CYP2C8 substrate 0.737 CYP2C9 inhibitor 0.061
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.032
CYP2D6 substrate 0.799 CYP2E1 substrate 0.162
CYP3A4 inhibitor 0.023 CYP3A4 substrate 0.997


Excretion

Property Value Property Value
T1/2 0.781 CL 2.04


Toxicity

Property Value Property Value
hERG Blockers 0.003 Hepatotoxicity 0.751
Mutagenicity 0.01 Rat Oral Acute Toxicity 0.413
FDAMDD 0.601 Skin Sensitization 0.001
Carcinogenicity 0.002 Eye Corrosion 0.006
Eye Irritation 0.012 Respiratory Toxicity 0.041


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.24 IGC50 2.759
LC50FM 2.081 LC50DM 4.71


Tox21 Pathway

Property Value Property Value
NR-AR 0.442 NR-AR-LBD 0.289
NR-AhR 0.014 NR-Aromatase 0.051
NR-ER 0.362 NR-ER-LBD 0.378
NR-PPAR-gamma 0.527 SR-ARE 0.063
SR-ATAD5 0.394 SR-HSE 0.221
SR-MMP 0.011 SR-p53 0.033


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.