Compound information

Natural Products
ZC1160058
Molecular Formula
C14H19NO4
Molecular Weight
265.131408088 g/mol
Structure
IUPAC Name
(2S)-2-(benzyloxycarbonylamino)hexanoic acid
InChI
InChI=1S/C14H19NO4/c1-2-3-9-12(13(16)17)15-14(18)19-10-11-7-5-4-6-8-11/h4-8,12H,2-3,9-10H2,1H3,(H,15,18)(H,16,17)/t12-/m0/s1
InChI Key
NMYWMOZOCYAHNC-LBPRGKRZSA-N
SMILES
CCCC[C@H](NC(=O)OCc1ccccc1)C(=O)O
Source
ZINC000001638009

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 19 Ring Count 1
Heteroatom Count 5 Rotatable Bond Count 7
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 75.63 Å2 LogP 2.833
LogS -3.286 LogD 1.733


Absorption

Property Value Property Value
Pgp inhibitor 0.001 Pgp substrate 0.002
HIA 0.853 F20 % 0.99
F30 % 0.59 Caco-2 -5.316
MDCK -4.756


Distribution

Property Value Property Value
BBB Penetration 0.89 PPB 81.479
VD 0.414 Fu 0.832


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.015 CYP1A2 substrate 0.707
CYP2A6 substrate 0.45 CYP2B6 substrate 0.504
CYP2C19 inhibitor 0.093 CYP2C19 substrate 0.828
CYP2C8 substrate 0.746 CYP2C9 inhibitor 0.157
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.03
CYP2D6 substrate 0.497 CYP2E1 substrate 0.326
CYP3A4 inhibitor 0.024 CYP3A4 substrate 0.864


Excretion

Property Value Property Value
T1/2 0.818 CL 2.324


Toxicity

Property Value Property Value
hERG Blockers 0.002 Hepatotoxicity 0.838
Mutagenicity 0.005 Rat Oral Acute Toxicity 0.034
FDAMDD 0.055 Skin Sensitization 0.0
Carcinogenicity 0.011 Eye Corrosion 0.008
Eye Irritation 0.249 Respiratory Toxicity 0.004


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.321 IGC50 2.452
LC50FM 3.578 LC50DM 4.485


Tox21 Pathway

Property Value Property Value
NR-AR 0.245 NR-AR-LBD 0.252
NR-AhR 0.004 NR-Aromatase 0.046
NR-ER 0.31 NR-ER-LBD 0.318
NR-PPAR-gamma 0.549 SR-ARE 0.029
SR-ATAD5 0.334 SR-HSE 0.088
SR-MMP 0.009 SR-p53 0.023


Similar covalent inhibitors

CI003307

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CI006844

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CI003040

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CI003042

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CI002592

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CI003041

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CI003046

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CI002593

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CI003044

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CI003032

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CI003043

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CI003045

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CI000667

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CI002591

Similarity Score: 0.52

CI004063

Similarity Score: 0.52



Similar covalent drugs

No similar covalent drugs found for this compound.