Compound information

Natural Products
ZC1163147
Molecular Formula
C14H19NO4
Molecular Weight
265.131408088 g/mol
Structure
IUPAC Name
(2R)-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-/m1/s1
InChI Key
NMYWMOZOCYAHNC-GFCCVEGCSA-N
SMILES
CCCC[C@@H](NC(=O)OCc1ccccc1)C(=O)O
Source
ZINC000002168263

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 2.786
LogS -3.103 LogD 1.87


Absorption

Property Value Property Value
Pgp inhibitor 0.011 Pgp substrate 0.006
HIA 0.958 F20 % 0.996
F30 % 0.939 Caco-2 -5.134
MDCK -5.457


Distribution

Property Value Property Value
BBB Penetration 0.93 PPB 78.235
VD 0.433 Fu 0.854


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.013 CYP1A2 substrate 0.562
CYP2A6 substrate 0.364 CYP2B6 substrate 0.467
CYP2C19 inhibitor 0.031 CYP2C19 substrate 0.481
CYP2C8 substrate 0.567 CYP2C9 inhibitor 0.096
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.033
CYP2D6 substrate 0.185 CYP2E1 substrate 0.371
CYP3A4 inhibitor 0.03 CYP3A4 substrate 0.795


Excretion

Property Value Property Value
T1/2 0.869 CL 1.613


Toxicity

Property Value Property Value
hERG Blockers 0.003 Hepatotoxicity 0.36
Mutagenicity 0.007 Rat Oral Acute Toxicity 0.039
FDAMDD 0.036 Skin Sensitization 0.0
Carcinogenicity 0.007 Eye Corrosion 0.003
Eye Irritation 0.14 Respiratory Toxicity 0.005


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.186 IGC50 2.422
LC50FM 3.654 LC50DM 4.318


Tox21 Pathway

Property Value Property Value
NR-AR 0.382 NR-AR-LBD 0.306
NR-AhR 0.004 NR-Aromatase 0.031
NR-ER 0.338 NR-ER-LBD 0.318
NR-PPAR-gamma 0.509 SR-ARE 0.037
SR-ATAD5 0.277 SR-HSE 0.077
SR-MMP 0.01 SR-p53 0.026


Similar covalent inhibitors

CI003307

Similarity Score: 0.63

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.