Compound information

Natural Products
ZC1529773
Molecular Formula
C22H24N2O5
Molecular Weight
396.168521868 g/mol
Structure
IUPAC Name
(2S)-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+/m0/s1
InChI Key
GMUYSWQSSRROPG-RBUKOAKNSA-N
SMILES
O=C(O)[C@H](Cc1ccccc1)NC(=O)[C@H]1CCCN1C(=O)OCc1ccccc1
Source
ZINC000004029167

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 2.865
LogS -4.003 LogD 2.037


Absorption

Property Value Property Value
Pgp inhibitor 0.001 Pgp substrate 0.022
HIA 0.956 F20 % 0.988
F30 % 0.596 Caco-2 -5.639
MDCK -4.986


Distribution

Property Value Property Value
BBB Penetration 0.379 PPB 80.6
VD 0.701 Fu 1.111


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.001 CYP1A2 substrate 0.577
CYP2A6 substrate 0.358 CYP2B6 substrate 0.44
CYP2C19 inhibitor 0.234 CYP2C19 substrate 0.737
CYP2C8 substrate 0.599 CYP2C9 inhibitor 0.012
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.074
CYP2D6 substrate 0.457 CYP2E1 substrate 0.272
CYP3A4 inhibitor 0.034 CYP3A4 substrate 0.99


Excretion

Property Value Property Value
T1/2 0.9 CL 2.167


Toxicity

Property Value Property Value
hERG Blockers 0.005 Hepatotoxicity 0.806
Mutagenicity 0.015 Rat Oral Acute Toxicity 0.608
FDAMDD 0.275 Skin Sensitization 0.01
Carcinogenicity 0.006 Eye Corrosion 0.004
Eye Irritation 0.025 Respiratory Toxicity 0.015


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.259 IGC50 2.622
LC50FM 2.041 LC50DM 4.709


Tox21 Pathway

Property Value Property Value
NR-AR 0.523 NR-AR-LBD 0.357
NR-AhR 0.013 NR-Aromatase 0.025
NR-ER 0.372 NR-ER-LBD 0.372
NR-PPAR-gamma 0.459 SR-ARE 0.051
SR-ATAD5 0.293 SR-HSE 0.088
SR-MMP 0.009 SR-p53 0.037


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.