Compound information

Natural Products
ZC1949951
Molecular Formula
C22H26N2O6
Molecular Weight
414.179086552 g/mol
Structure
IUPAC Name
(2R)-2,6-bis(benzyloxycarbonylamino)hexanoic acid
InChI
InChI=1S/C22H26N2O6/c25-20(26)19(24-22(28)30-16-18-11-5-2-6-12-18)13-7-8-14-23-21(27)29-15-17-9-3-1-4-10-17/h1-6,9-12,19H,7-8,13-16H2,(H,23,27)(H,24,28)(H,25,26)/t19-/m1/s1
InChI Key
BLZXFNUZFTZCFD-LJQANCHMSA-N
SMILES
O=C(NCCCC[C@@H](NC(=O)OCc1ccccc1)C(=O)O)OCc1ccccc1
Source
ZINC000004521941

Warheads

Carbamate
Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 30 Ring Count 2
Heteroatom Count 8 Rotatable Bond Count 11
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 3
Topological Polar Surface Area 113.96 Å2 LogP 2.885
LogS -3.633 LogD 3.054


Absorption

Property Value Property Value
Pgp inhibitor 0.008 Pgp substrate 0.052
HIA 0.959 F20 % 0.994
F30 % 0.003 Caco-2 -5.757
MDCK -5.594


Distribution

Property Value Property Value
BBB Penetration 0.086 PPB 94.372
VD 0.295 Fu 1.339


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.154 CYP1A2 substrate 0.638
CYP2A6 substrate 0.402 CYP2B6 substrate 0.58
CYP2C19 inhibitor 0.408 CYP2C19 substrate 0.569
CYP2C8 substrate 0.674 CYP2C9 inhibitor 0.743
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.422
CYP2D6 substrate 0.567 CYP2E1 substrate 0.381
CYP3A4 inhibitor 0.227 CYP3A4 substrate 0.951


Excretion

Property Value Property Value
T1/2 0.876 CL 2.125


Toxicity

Property Value Property Value
hERG Blockers 0.008 Hepatotoxicity 0.314
Mutagenicity 0.062 Rat Oral Acute Toxicity 0.068
FDAMDD 0.066 Skin Sensitization 0.027
Carcinogenicity 0.002 Eye Corrosion 0.004
Eye Irritation 0.0 Respiratory Toxicity 0.008


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.044 IGC50 2.72
LC50FM 4.088 LC50DM 5.292


Tox21 Pathway

Property Value Property Value
NR-AR 0.436 NR-AR-LBD 0.309
NR-AhR 0.003 NR-Aromatase 0.024
NR-ER 0.341 NR-ER-LBD 0.338
NR-PPAR-gamma 0.54 SR-ARE 0.062
SR-ATAD5 0.307 SR-HSE 0.18
SR-MMP 0.009 SR-p53 0.03


Similar covalent inhibitors

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CI003818

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CI003832

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CI003963

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Similar covalent drugs

No similar covalent drugs found for this compound.