Compound information

Natural Products
ZC1949522
Molecular Formula
C21H24N2O6
Molecular Weight
400.163436488 g/mol
Structure
IUPAC Name
(2S)-2,5-bis(benzyloxycarbonylamino)pentanoic acid
InChI
InChI=1S/C21H24N2O6/c24-19(25)18(23-21(27)29-15-17-10-5-2-6-11-17)12-7-13-22-20(26)28-14-16-8-3-1-4-9-16/h1-6,8-11,18H,7,12-15H2,(H,22,26)(H,23,27)(H,24,25)/t18-/m0/s1
InChI Key
VBENHRFIEOLOJJ-SFHVURJKSA-N
SMILES
O=C(NCCC[C@H](NC(=O)OCc1ccccc1)C(=O)O)OCc1ccccc1
Source
ZINC000004017193

Warheads

Carbamate
Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 29 Ring Count 2
Heteroatom Count 8 Rotatable Bond Count 10
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 3
Topological Polar Surface Area 113.96 Å2 LogP 2.678
LogS -3.8 LogD 2.788


Absorption

Property Value Property Value
Pgp inhibitor 0.0 Pgp substrate 0.007
HIA 0.851 F20 % 0.983
F30 % 0.0 Caco-2 -5.836
MDCK -4.932


Distribution

Property Value Property Value
BBB Penetration 0.028 PPB 94.469
VD 0.378 Fu 1.27


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.249 CYP1A2 substrate 0.747
CYP2A6 substrate 0.454 CYP2B6 substrate 0.639
CYP2C19 inhibitor 0.345 CYP2C19 substrate 0.825
CYP2C8 substrate 0.765 CYP2C9 inhibitor 0.349
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.394
CYP2D6 substrate 0.758 CYP2E1 substrate 0.289
CYP3A4 inhibitor 0.119 CYP3A4 substrate 0.973


Excretion

Property Value Property Value
T1/2 0.847 CL 2.384


Toxicity

Property Value Property Value
hERG Blockers 0.006 Hepatotoxicity 0.302
Mutagenicity 0.087 Rat Oral Acute Toxicity 0.09
FDAMDD 0.105 Skin Sensitization 0.008
Carcinogenicity 0.003 Eye Corrosion 0.004
Eye Irritation 0.0 Respiratory Toxicity 0.008


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.216 IGC50 3.094
LC50FM 3.863 LC50DM 5.432


Tox21 Pathway

Property Value Property Value
NR-AR 0.338 NR-AR-LBD 0.264
NR-AhR 0.003 NR-Aromatase 0.03
NR-ER 0.408 NR-ER-LBD 0.348
NR-PPAR-gamma 0.505 SR-ARE 0.056
SR-ATAD5 0.404 SR-HSE 0.219
SR-MMP 0.009 SR-p53 0.031


Similar covalent inhibitors

CI003307

Similarity Score: 0.72

CI004063

Similarity Score: 0.60

CI003857

Similarity Score: 0.56

CI002592

Similarity Score: 0.55

CI002593

Similarity Score: 0.54

CI003868

Similarity Score: 0.53

CI004288

Similarity Score: 0.52

CI004314

Similarity Score: 0.52

CI000667

Similarity Score: 0.52

CI002591

Similarity Score: 0.51

CI002644

Similarity Score: 0.51

CI003305

Similarity Score: 0.51

CI003897

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.