Compound information

Natural Products
ZC1526544
Molecular Formula
C22H24N2O5
Molecular Weight
396.168521868 g/mol
Structure
IUPAC Name
(2R)-2-[[(2R)-1-benzyloxycarbonylpyrrolidine-2-carbonyl]amino]-3-phenyl-propanoic acid
InChI
InChI=1S/C22H24N2O5/c25-20(23-18(21(26)27)14-16-8-3-1-4-9-16)19-12-7-13-24(19)22(28)29-15-17-10-5-2-6-11-17/h1-6,8-11,18-19H,7,12-15H2,(H,23,25)(H,26,27)/t18-,19-/m1/s1
InChI Key
GMUYSWQSSRROPG-RTBURBONSA-N
SMILES
O=C(O)[C@@H](Cc1ccccc1)NC(=O)[C@H]1CCCN1C(=O)OCc1ccccc1
Source
ZINC000004029168

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 2.871
LogS -3.814 LogD 1.899


Absorption

Property Value Property Value
Pgp inhibitor 0.009 Pgp substrate 0.02
HIA 0.951 F20 % 0.99
F30 % 0.805 Caco-2 -5.599
MDCK -5.302


Distribution

Property Value Property Value
BBB Penetration 0.037 PPB 56.367
VD 0.753 Fu 1.274


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.001 CYP1A2 substrate 0.521
CYP2A6 substrate 0.377 CYP2B6 substrate 0.418
CYP2C19 inhibitor 0.146 CYP2C19 substrate 0.273
CYP2C8 substrate 0.54 CYP2C9 inhibitor 0.079
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.126
CYP2D6 substrate 0.372 CYP2E1 substrate 0.382
CYP3A4 inhibitor 0.069 CYP3A4 substrate 0.94


Excretion

Property Value Property Value
T1/2 0.913 CL 1.792


Toxicity

Property Value Property Value
hERG Blockers 0.013 Hepatotoxicity 0.745
Mutagenicity 0.007 Rat Oral Acute Toxicity 0.562
FDAMDD 0.156 Skin Sensitization 0.003
Carcinogenicity 0.003 Eye Corrosion 0.003
Eye Irritation 0.025 Respiratory Toxicity 0.017


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.876 IGC50 2.536
LC50FM 2.056 LC50DM 4.337


Tox21 Pathway

Property Value Property Value
NR-AR 0.571 NR-AR-LBD 0.407
NR-AhR 0.013 NR-Aromatase 0.023
NR-ER 0.416 NR-ER-LBD 0.362
NR-PPAR-gamma 0.46 SR-ARE 0.069
SR-ATAD5 0.255 SR-HSE 0.078
SR-MMP 0.009 SR-p53 0.048


Similar covalent inhibitors

CI000073

Similarity Score: 0.57

CI008156

Similarity Score: 0.56

CI001055

Similarity Score: 0.55

CI001672

Similarity Score: 0.55

CI000827

Similarity Score: 0.54

CI000373

Similarity Score: 0.52

CI005320

Similarity Score: 0.52

CI000824

Similarity Score: 0.52

CI008157

Similarity Score: 0.51

CI000823

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.