Compound information

Natural Products
NACP39441
Molecular Formula
C22H24N2O5
Molecular Weight
396.168521868 g/mol
Structure
IUPAC Name
2-[(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)
InChI Key
GMUYSWQSSRROPG-UHFFFAOYSA-N
SMILES
O=C(OCC=1C=CC=CC1)N2CCCC2C(=O)NC(C(=O)O)CC=3C=CC=CC3
CAS
17350-17-3
SuperClass
Organic acids and derivatives
Class
Carboxylic acids and derivatives
SubClass
Amino acids, peptides, and analogues
Source
CNP0340446

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 2.737
LogS -3.509 LogD 2.048


Absorption

Property Value Property Value
Pgp inhibitor 0.015 Pgp substrate 0.049
HIA 0.9 F20 % 0.992
F30 % 0.177 Caco-2 -5.229
MDCK -5.595


Distribution

Property Value Property Value
BBB Penetration 0.163 PPB 96.073
VD 0.429 Fu 1.137


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.001 CYP1A2 substrate 0.485
CYP2A6 substrate 0.376 CYP2B6 substrate 0.419
CYP2C19 inhibitor 0.159 CYP2C19 substrate 0.236
CYP2C8 substrate 0.549 CYP2C9 inhibitor 0.032
CYP2C9 substrate 0.052 CYP2D6 inhibitor 0.091
CYP2D6 substrate 0.3 CYP2E1 substrate 0.287
CYP3A4 inhibitor 0.11 CYP3A4 substrate 0.491


Excretion

Property Value Property Value
T1/2 0.877 CL 1.466


Toxicity

Property Value Property Value
hERG Blockers 0.01 Hepatotoxicity 0.862
Mutagenicity 0.023 Rat Oral Acute Toxicity 0.564
FDAMDD 0.23 Skin Sensitization 0.005
Carcinogenicity 0.01 Eye Corrosion 0.001
Eye Irritation 0.0 Respiratory Toxicity 0.011


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.057 IGC50 2.903
LC50FM 1.78 LC50DM 4.678


Tox21 Pathway

Property Value Property Value
NR-AR 0.491 NR-AR-LBD 0.244
NR-AhR 0.011 NR-Aromatase 0.028
NR-ER 0.311 NR-ER-LBD 0.38
NR-PPAR-gamma 0.465 SR-ARE 0.087
SR-ATAD5 0.291 SR-HSE 0.121
SR-MMP 0.015 SR-p53 0.026


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

CI000824

Similarity Score: 0.52

CI005320

Similarity Score: 0.52

CI000823

Similarity Score: 0.51

CI008157

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.