Compound information

Natural Products
ZC1520161
Molecular Formula
C22H24N2O5
Molecular Weight
396.168521868 g/mol
Structure
IUPAC Name
(2R)-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+/m1/s1
InChI Key
GMUYSWQSSRROPG-MOPGFXCFSA-N
SMILES
O=C(N[C@H](Cc1ccccc1)C(=O)O)[C@@H]1CCCN1C(=O)OCc1ccccc1
Source
ZINC000004029166

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 2.85
LogS -3.533 LogD 1.85


Absorption

Property Value Property Value
Pgp inhibitor 0.008 Pgp substrate 0.087
HIA 0.928 F20 % 0.994
F30 % 0.871 Caco-2 -5.456
MDCK -5.457


Distribution

Property Value Property Value
BBB Penetration 0.009 PPB 85.277
VD 0.516 Fu 1.275


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.002 CYP1A2 substrate 0.618
CYP2A6 substrate 0.373 CYP2B6 substrate 0.444
CYP2C19 inhibitor 0.106 CYP2C19 substrate 0.475
CYP2C8 substrate 0.679 CYP2C9 inhibitor 0.083
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.076
CYP2D6 substrate 0.472 CYP2E1 substrate 0.238
CYP3A4 inhibitor 0.033 CYP3A4 substrate 0.968


Excretion

Property Value Property Value
T1/2 0.843 CL 1.405


Toxicity

Property Value Property Value
hERG Blockers 0.005 Hepatotoxicity 0.686
Mutagenicity 0.008 Rat Oral Acute Toxicity 0.575
FDAMDD 0.325 Skin Sensitization 0.002
Carcinogenicity 0.003 Eye Corrosion 0.004
Eye Irritation 0.037 Respiratory Toxicity 0.016


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.66 IGC50 2.566
LC50FM 2.202 LC50DM 4.386


Tox21 Pathway

Property Value Property Value
NR-AR 0.573 NR-AR-LBD 0.333
NR-AhR 0.017 NR-Aromatase 0.026
NR-ER 0.378 NR-ER-LBD 0.363
NR-PPAR-gamma 0.501 SR-ARE 0.065
SR-ATAD5 0.278 SR-HSE 0.132
SR-MMP 0.013 SR-p53 0.038


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.