Compound information

Natural Products
ZC913652
Molecular Formula
C18H24N2O6
Molecular Weight
364.163436488 g/mol
Structure
IUPAC Name
(2S)-6-(allyloxycarbonylamino)-2-(benzyloxycarbonylamino)hexanoic acid
InChI
InChI=1S/C18H24N2O6/c1-2-12-25-17(23)19-11-7-6-10-15(16(21)22)20-18(24)26-13-14-8-4-3-5-9-14/h2-5,8-9,15H,1,6-7,10-13H2,(H,19,23)(H,20,24)(H,21,22)/t15-/m0/s1
InChI Key
GEQXLKJXRGNFCW-HNNXBMFYSA-N
SMILES
C=CCOC(=O)NCCCC[C@H](NC(=O)OCc1ccccc1)C(=O)O
Source
ZINC000008076662

Warheads

Carbamate
Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 26 Ring Count 1
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 2.362
LogS -3.433 LogD 1.574


Absorption

Property Value Property Value
Pgp inhibitor 0.001 Pgp substrate 0.019
HIA 0.912 F20 % 0.987
F30 % 0.001 Caco-2 -5.799
MDCK -5.422


Distribution

Property Value Property Value
BBB Penetration 0.144 PPB 57.38
VD 0.46 Fu 0.454


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.188 CYP1A2 substrate 0.566
CYP2A6 substrate 0.402 CYP2B6 substrate 0.545
CYP2C19 inhibitor 0.151 CYP2C19 substrate 0.772
CYP2C8 substrate 0.593 CYP2C9 inhibitor 0.133
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.203
CYP2D6 substrate 0.686 CYP2E1 substrate 0.349
CYP3A4 inhibitor 0.048 CYP3A4 substrate 0.877


Excretion

Property Value Property Value
T1/2 0.874 CL 4.815


Toxicity

Property Value Property Value
hERG Blockers 0.008 Hepatotoxicity 0.101
Mutagenicity 0.031 Rat Oral Acute Toxicity 0.025
FDAMDD 0.093 Skin Sensitization 0.103
Carcinogenicity 0.004 Eye Corrosion 0.005
Eye Irritation 0.001 Respiratory Toxicity 0.026


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.013 IGC50 1.99
LC50FM 4.155 LC50DM 5.86


Tox21 Pathway

Property Value Property Value
NR-AR 0.329 NR-AR-LBD 0.267
NR-AhR 0.007 NR-Aromatase 0.031
NR-ER 0.359 NR-ER-LBD 0.333
NR-PPAR-gamma 0.481 SR-ARE 0.055
SR-ATAD5 0.392 SR-HSE 0.186
SR-MMP 0.007 SR-p53 0.046


Similar covalent inhibitors

CI003307

Similarity Score: 0.76

CI004063

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CI003857

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CI003868

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CI003305

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CI003767

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CI003897

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CI003982

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CI003924

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CI004006

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CI003306

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CI003797

Similarity Score: 0.51

CI003818

Similarity Score: 0.51

CI003832

Similarity Score: 0.51

CI003963

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.