Compound information

Natural Products
ZC1570600
Molecular Formula
C22H26N4O6
Molecular Weight
442.185234552 g/mol
Structure
IUPAC Name
(2S)-2-(benzyloxycarbonylamino)-5-[(N-benzyloxycarbonylcarbamimidoyl)amino]pentanoic acid
InChI
InChI=1S/C22H26N4O6/c23-20(26-22(30)32-15-17-10-5-2-6-11-17)24-13-7-12-18(19(27)28)25-21(29)31-14-16-8-3-1-4-9-16/h1-6,8-11,18H,7,12-15H2,(H,25,29)(H,27,28)(H3,23,24,26,30)/t18-/m0/s1
InChI Key
YWMQITGDXCEQSI-SFHVURJKSA-N
SMILES
N=C(NCCC[C@H](NC(=O)OCc1ccccc1)C(=O)O)NC(=O)OCc1ccccc1
Source
ZINC000032225246

Warheads

Carbamate
Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 32 Ring Count 2
Heteroatom Count 10 Rotatable Bond Count 10
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 5
Topological Polar Surface Area 149.84 Å2 LogP 2.316
LogS -3.394 LogD 2.078


Absorption

Property Value Property Value
Pgp inhibitor 0.0 Pgp substrate 0.023
HIA 0.001 F20 % 0.963
F30 % 0.007 Caco-2 -6.507
MDCK -5.655


Distribution

Property Value Property Value
BBB Penetration 0.289 PPB 88.536
VD 0.466 Fu 0.782


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.16 CYP1A2 substrate 0.685
CYP2A6 substrate 0.409 CYP2B6 substrate 0.594
CYP2C19 inhibitor 0.279 CYP2C19 substrate 0.81
CYP2C8 substrate 0.807 CYP2C9 inhibitor 0.689
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.566
CYP2D6 substrate 0.878 CYP2E1 substrate 0.412
CYP3A4 inhibitor 0.053 CYP3A4 substrate 0.979


Excretion

Property Value Property Value
T1/2 0.778 CL 0.806


Toxicity

Property Value Property Value
hERG Blockers 0.018 Hepatotoxicity 0.166
Mutagenicity 0.235 Rat Oral Acute Toxicity 0.114
FDAMDD 0.145 Skin Sensitization 0.039
Carcinogenicity 0.0 Eye Corrosion 0.003
Eye Irritation 0.0 Respiratory Toxicity 0.343


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.363 IGC50 2.591
LC50FM 3.922 LC50DM 5.113


Tox21 Pathway

Property Value Property Value
NR-AR 0.37 NR-AR-LBD 0.268
NR-AhR 0.006 NR-Aromatase 0.028
NR-ER 0.294 NR-ER-LBD 0.332
NR-PPAR-gamma 0.441 SR-ARE 0.07
SR-ATAD5 0.405 SR-HSE 0.124
SR-MMP 0.007 SR-p53 0.034


Similar covalent inhibitors

CI003307

Similarity Score: 0.64

CI004063

Similarity Score: 0.53

CI002644

Similarity Score: 0.51

CI003857

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.