Compound information

Natural Products
ZC1616217
Molecular Formula
C26H29N3O8
Molecular Weight
511.195464888 g/mol
Structure
IUPAC Name
(2,5-dioxopyrrolidin-1-yl) (2R)-2,6-bis(benzyloxycarbonylamino)hexanoate
InChI
InChI=1S/C26H29N3O8/c30-22-14-15-23(31)29(22)37-24(32)21(28-26(34)36-18-20-11-5-2-6-12-20)13-7-8-16-27-25(33)35-17-19-9-3-1-4-10-19/h1-6,9-12,21H,7-8,13-18H2,(H,27,33)(H,28,34)/t21-/m1/s1
InChI Key
LHOAUCZIIQFZMI-OAQYLSRUSA-N
SMILES
O=C(NCCCC[C@@H](NC(=O)OCc1ccccc1)C(=O)ON1C(=O)CCC1=O)OCc1ccccc1
Source
ZINC000103666234

Warheads

Carbamate
Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 37 Ring Count 3
Heteroatom Count 11 Rotatable Bond Count 12
Hydrogen Bond Acceptor Count 8 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 140.34 Å2 LogP 2.516
LogS -4.592 LogD 2.65


Absorption

Property Value Property Value
Pgp inhibitor 0.045 Pgp substrate 0.328
HIA 0.949 F20 % 0.974
F30 % 0.0 Caco-2 -5.589
MDCK -5.229


Distribution

Property Value Property Value
BBB Penetration 0.206 PPB 58.521
VD 0.826 Fu 0.834


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.05 CYP1A2 substrate 0.405
CYP2A6 substrate 0.18 CYP2B6 substrate 0.479
CYP2C19 inhibitor 0.859 CYP2C19 substrate 0.478
CYP2C8 substrate 0.573 CYP2C9 inhibitor 0.787
CYP2C9 substrate 0.67 CYP2D6 inhibitor 0.125
CYP2D6 substrate 0.425 CYP2E1 substrate 0.342
CYP3A4 inhibitor 0.869 CYP3A4 substrate 0.994


Excretion

Property Value Property Value
T1/2 0.859 CL 4.271


Toxicity

Property Value Property Value
hERG Blockers 0.169 Hepatotoxicity 0.689
Mutagenicity 0.162 Rat Oral Acute Toxicity 0.171
FDAMDD 0.298 Skin Sensitization 0.323
Carcinogenicity 0.015 Eye Corrosion 0.004
Eye Irritation 0.0 Respiratory Toxicity 0.026


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.284 IGC50 3.565
LC50FM 3.835 LC50DM 6.118


Tox21 Pathway

Property Value Property Value
NR-AR 0.398 NR-AR-LBD 0.237
NR-AhR 0.006 NR-Aromatase 0.024
NR-ER 0.356 NR-ER-LBD 0.418
NR-PPAR-gamma 0.384 SR-ARE 0.649
SR-ATAD5 0.451 SR-HSE 0.484
SR-MMP 0.134 SR-p53 0.533


Similar covalent inhibitors

CI003307

Similarity Score: 0.56

CI002593

Similarity Score: 0.54

CI004063

Similarity Score: 0.54

CI002592

Similarity Score: 0.53

CI003857

Similarity Score: 0.52

CI003305

Similarity Score: 0.51

CI003767

Similarity Score: 0.51

CI003897

Similarity Score: 0.51

CI003982

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.