Compound information

Natural Products
ZC1540794
Molecular Formula
C22H24N2O5
Molecular Weight
396.168521868 g/mol
Structure
IUPAC Name
(2S)-2-[[(2S)-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-/m0/s1
InChI Key
GMUYSWQSSRROPG-OALUTQOASA-N
SMILES
O=C(O)[C@H](Cc1ccccc1)NC(=O)[C@@H]1CCCN1C(=O)OCc1ccccc1
Source
ZINC000004029165

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 2.821
LogS -3.737 LogD 2.024


Absorption

Property Value Property Value
Pgp inhibitor 0.001 Pgp substrate 0.05
HIA 0.929 F20 % 0.99
F30 % 0.473 Caco-2 -5.691
MDCK -5.19


Distribution

Property Value Property Value
BBB Penetration 0.005 PPB 95.355
VD 0.553 Fu 1.323


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.003 CYP1A2 substrate 0.648
CYP2A6 substrate 0.371 CYP2B6 substrate 0.46
CYP2C19 inhibitor 0.151 CYP2C19 substrate 0.888
CYP2C8 substrate 0.706 CYP2C9 inhibitor 0.027
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.066
CYP2D6 substrate 0.688 CYP2E1 substrate 0.175
CYP3A4 inhibitor 0.027 CYP3A4 substrate 0.997


Excretion

Property Value Property Value
T1/2 0.808 CL 1.806


Toxicity

Property Value Property Value
hERG Blockers 0.003 Hepatotoxicity 0.8
Mutagenicity 0.018 Rat Oral Acute Toxicity 0.515
FDAMDD 0.488 Skin Sensitization 0.007
Carcinogenicity 0.006 Eye Corrosion 0.007
Eye Irritation 0.06 Respiratory Toxicity 0.011


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.253 IGC50 2.765
LC50FM 2.2 LC50DM 4.894


Tox21 Pathway

Property Value Property Value
NR-AR 0.512 NR-AR-LBD 0.294
NR-AhR 0.018 NR-Aromatase 0.053
NR-ER 0.364 NR-ER-LBD 0.377
NR-PPAR-gamma 0.538 SR-ARE 0.049
SR-ATAD5 0.33 SR-HSE 0.171
SR-MMP 0.017 SR-p53 0.028


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.