Compound information

Natural Products
ZC1854765
Molecular Formula
C21H32N2O5
Molecular Weight
392.231122124 g/mol
Structure
IUPAC Name
methyl (2S)-2-[[(2S)-2-(benzyloxycarbonylamino)hexanoyl]amino]hexanoate
InChI
InChI=1S/C21H32N2O5/c1-4-6-13-17(19(24)22-18(14-7-5-2)20(25)27-3)23-21(26)28-15-16-11-9-8-10-12-16/h8-12,17-18H,4-7,13-15H2,1-3H3,(H,22,24)(H,23,26)/t17-,18-/m0/s1
InChI Key
SUSGNFISMMGYFW-ROUUACIJSA-N
SMILES
CCCC[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](CCCC)C(=O)OC
Source
ZINC000004764516

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 28 Ring Count 1
Heteroatom Count 7 Rotatable Bond Count 12
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 93.73 Å2 LogP 4.334
LogS -4.745 LogD 3.721


Absorption

Property Value Property Value
Pgp inhibitor 0.442 Pgp substrate 0.023
HIA 0.949 F20 % 0.89
F30 % 0.002 Caco-2 -4.663
MDCK -4.675


Distribution

Property Value Property Value
BBB Penetration 0.005 PPB 95.467
VD 0.713 Fu 2.179


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.027 CYP1A2 substrate 0.712
CYP2A6 substrate 0.392 CYP2B6 substrate 0.514
CYP2C19 inhibitor 0.762 CYP2C19 substrate 0.908
CYP2C8 substrate 0.728 CYP2C9 inhibitor 0.639
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.011
CYP2D6 substrate 0.868 CYP2E1 substrate 0.292
CYP3A4 inhibitor 0.195 CYP3A4 substrate 0.991


Excretion

Property Value Property Value
T1/2 0.803 CL 4.975


Toxicity

Property Value Property Value
hERG Blockers 0.077 Hepatotoxicity 0.927
Mutagenicity 0.009 Rat Oral Acute Toxicity 0.036
FDAMDD 0.641 Skin Sensitization 0.0
Carcinogenicity 0.005 Eye Corrosion 0.01
Eye Irritation 0.013 Respiratory Toxicity 0.011


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.002 IGC50 4.185
LC50FM 3.886 LC50DM 5.305


Tox21 Pathway

Property Value Property Value
NR-AR 0.161 NR-AR-LBD 0.21
NR-AhR 0.004 NR-Aromatase 0.106
NR-ER 0.31 NR-ER-LBD 0.472
NR-PPAR-gamma 0.363 SR-ARE 0.178
SR-ATAD5 0.485 SR-HSE 0.341
SR-MMP 0.222 SR-p53 0.15


Similar covalent inhibitors

CI006844

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CI003040

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CI002592

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CI003042

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CI000102

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CI002593

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CI002595

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CI001365

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CI002596

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CI003043

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CI003868

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CI000667

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CI000712

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CI003046

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Similar covalent drugs

No similar covalent drugs found for this compound.