Compound information

Natural Products
ZC541918
Molecular Formula
C18H23N3O6
Molecular Weight
377.158685456 g/mol
Structure
IUPAC Name
(2,5-dioxopyrrolidin-1-yl) (2S)-6-amino-2-(benzyloxycarbonylamino)hexanoate
InChI
InChI=1S/C18H23N3O6/c19-11-5-4-8-14(17(24)27-21-15(22)9-10-16(21)23)20-18(25)26-12-13-6-2-1-3-7-13/h1-3,6-7,14H,4-5,8-12,19H2,(H,20,25)/t14-/m0/s1
InChI Key
NJBVAHRKBNAVFV-AWEZNQCLSA-N
SMILES
NCCCC[C@H](NC(=O)OCc1ccccc1)C(=O)ON1C(=O)CCC1=O
Source
ZINC000059792384

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 27 Ring Count 2
Heteroatom Count 9 Rotatable Bond Count 9
Hydrogen Bond Acceptor Count 7 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 128.03 Å2 LogP 0.363
LogS -2.266 LogD 0.603


Absorption

Property Value Property Value
Pgp inhibitor 0.004 Pgp substrate 0.964
HIA 0.059 F20 % 0.958
F30 % 0.132 Caco-2 -5.993
MDCK -5.803


Distribution

Property Value Property Value
BBB Penetration 0.99 PPB 45.773
VD 0.899 Fu 0.12


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.125 CYP1A2 substrate 0.594
CYP2A6 substrate 0.236 CYP2B6 substrate 0.413
CYP2C19 inhibitor 0.158 CYP2C19 substrate 0.646
CYP2C8 substrate 0.576 CYP2C9 inhibitor 0.023
CYP2C9 substrate 0.374 CYP2D6 inhibitor 0.006
CYP2D6 substrate 0.284 CYP2E1 substrate 0.187
CYP3A4 inhibitor 0.023 CYP3A4 substrate 0.94


Excretion

Property Value Property Value
T1/2 0.935 CL 4.503


Toxicity

Property Value Property Value
hERG Blockers 0.065 Hepatotoxicity 0.154
Mutagenicity 0.049 Rat Oral Acute Toxicity 0.253
FDAMDD 0.193 Skin Sensitization 0.583
Carcinogenicity 0.063 Eye Corrosion 0.004
Eye Irritation 0.0 Respiratory Toxicity 0.08


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.495 IGC50 2.307
LC50FM 2.27 LC50DM 6.259


Tox21 Pathway

Property Value Property Value
NR-AR 0.46 NR-AR-LBD 0.269
NR-AhR 0.004 NR-Aromatase 0.032
NR-ER 0.344 NR-ER-LBD 0.435
NR-PPAR-gamma 0.434 SR-ARE 0.191
SR-ATAD5 0.467 SR-HSE 0.489
SR-MMP 0.023 SR-p53 0.748


Similar covalent inhibitors

CI002593

Similarity Score: 0.55

CI002592

Similarity Score: 0.53

CI002606

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.