Compound information

Natural Products
ZC1949339
Molecular Formula
C22H26N2O6
Molecular Weight
414.179086552 g/mol
Structure
IUPAC Name
(2S)-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-/m0/s1
InChI Key
BLZXFNUZFTZCFD-IBGZPJMESA-N
SMILES
O=C(NCCCC[C@H](NC(=O)OCc1ccccc1)C(=O)O)OCc1ccccc1
Source
ZINC000004521940

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 2.966
LogS -3.908 LogD 3.088


Absorption

Property Value Property Value
Pgp inhibitor 0.001 Pgp substrate 0.008
HIA 0.899 F20 % 0.987
F30 % 0.0 Caco-2 -5.856
MDCK -5.009


Distribution

Property Value Property Value
BBB Penetration 0.02 PPB 97.963
VD 0.378 Fu 1.369


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.37 CYP1A2 substrate 0.756
CYP2A6 substrate 0.485 CYP2B6 substrate 0.633
CYP2C19 inhibitor 0.346 CYP2C19 substrate 0.82
CYP2C8 substrate 0.764 CYP2C9 inhibitor 0.428
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.418
CYP2D6 substrate 0.765 CYP2E1 substrate 0.288
CYP3A4 inhibitor 0.136 CYP3A4 substrate 0.953


Excretion

Property Value Property Value
T1/2 0.85 CL 2.503


Toxicity

Property Value Property Value
hERG Blockers 0.008 Hepatotoxicity 0.36
Mutagenicity 0.071 Rat Oral Acute Toxicity 0.084
FDAMDD 0.093 Skin Sensitization 0.015
Carcinogenicity 0.003 Eye Corrosion 0.004
Eye Irritation 0.0 Respiratory Toxicity 0.007


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.281 IGC50 3.214
LC50FM 4.022 LC50DM 5.319


Tox21 Pathway

Property Value Property Value
NR-AR 0.341 NR-AR-LBD 0.253
NR-AhR 0.004 NR-Aromatase 0.032
NR-ER 0.425 NR-ER-LBD 0.357
NR-PPAR-gamma 0.517 SR-ARE 0.073
SR-ATAD5 0.404 SR-HSE 0.23
SR-MMP 0.01 SR-p53 0.034


Similar covalent inhibitors

CI003307

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CI004063

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CI003857

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CI003868

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CI003897

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CI002592

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CI003982

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CI003924

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CI004006

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CI004288

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CI004314

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CI000667

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CI003306

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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.