Compound information

Natural Products
ZC1946168
Molecular Formula
C21H24N2O6
Molecular Weight
400.163436488 g/mol
Structure
IUPAC Name
(2R)-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-/m1/s1
InChI Key
VBENHRFIEOLOJJ-GOSISDBHSA-N
SMILES
O=C(NCCC[C@@H](NC(=O)OCc1ccccc1)C(=O)O)OCc1ccccc1
Source
ZINC000004017194

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 2.624
LogS -3.61 LogD 2.749


Absorption

Property Value Property Value
Pgp inhibitor 0.008 Pgp substrate 0.047
HIA 0.962 F20 % 0.994
F30 % 0.008 Caco-2 -5.802
MDCK -5.575


Distribution

Property Value Property Value
BBB Penetration 0.133 PPB 90.665
VD 0.283 Fu 1.266


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.123 CYP1A2 substrate 0.638
CYP2A6 substrate 0.376 CYP2B6 substrate 0.615
CYP2C19 inhibitor 0.437 CYP2C19 substrate 0.545
CYP2C8 substrate 0.682 CYP2C9 inhibitor 0.678
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.324
CYP2D6 substrate 0.559 CYP2E1 substrate 0.379
CYP3A4 inhibitor 0.225 CYP3A4 substrate 0.955


Excretion

Property Value Property Value
T1/2 0.865 CL 1.965


Toxicity

Property Value Property Value
hERG Blockers 0.007 Hepatotoxicity 0.293
Mutagenicity 0.088 Rat Oral Acute Toxicity 0.068
FDAMDD 0.075 Skin Sensitization 0.012
Carcinogenicity 0.002 Eye Corrosion 0.004
Eye Irritation 0.0 Respiratory Toxicity 0.008


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.036 IGC50 2.565
LC50FM 3.931 LC50DM 5.353


Tox21 Pathway

Property Value Property Value
NR-AR 0.436 NR-AR-LBD 0.324
NR-AhR 0.003 NR-Aromatase 0.024
NR-ER 0.323 NR-ER-LBD 0.332
NR-PPAR-gamma 0.504 SR-ARE 0.054
SR-ATAD5 0.291 SR-HSE 0.173
SR-MMP 0.008 SR-p53 0.028


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.