Compound information

Natural Products
ZC1976808
Molecular Formula
C20H30N2O5
Molecular Weight
378.21547206 g/mol
Structure
IUPAC Name
(2R)-2-[[(2S)-2-(benzyloxycarbonylamino)hexanoyl]amino]hexanoic acid
InChI
InChI=1S/C20H30N2O5/c1-3-5-12-16(18(23)21-17(19(24)25)13-6-4-2)22-20(26)27-14-15-10-8-7-9-11-15/h7-11,16-17H,3-6,12-14H2,1-2H3,(H,21,23)(H,22,26)(H,24,25)/t16-,17+/m0/s1
InChI Key
WFQHTBYDWHZANB-DLBZAZTESA-N
SMILES
CCCC[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@H](CCCC)C(=O)O
Source
ZINC000005706604

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 27 Ring Count 1
Heteroatom Count 7 Rotatable Bond Count 12
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 3
Topological Polar Surface Area 104.73 Å2 LogP 3.786
LogS -3.839 LogD 2.993


Absorption

Property Value Property Value
Pgp inhibitor 0.014 Pgp substrate 0.021
HIA 0.8 F20 % 0.993
F30 % 0.797 Caco-2 -5.189
MDCK -5.43


Distribution

Property Value Property Value
BBB Penetration 0.734 PPB 85.348
VD 0.44 Fu 1.71


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.02 CYP1A2 substrate 0.665
CYP2A6 substrate 0.341 CYP2B6 substrate 0.448
CYP2C19 inhibitor 0.097 CYP2C19 substrate 0.662
CYP2C8 substrate 0.568 CYP2C9 inhibitor 0.436
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.017
CYP2D6 substrate 0.331 CYP2E1 substrate 0.34
CYP3A4 inhibitor 0.046 CYP3A4 substrate 0.984


Excretion

Property Value Property Value
T1/2 0.866 CL 1.683


Toxicity

Property Value Property Value
hERG Blockers 0.009 Hepatotoxicity 0.546
Mutagenicity 0.003 Rat Oral Acute Toxicity 0.106
FDAMDD 0.084 Skin Sensitization 0.0
Carcinogenicity 0.007 Eye Corrosion 0.005
Eye Irritation 0.049 Respiratory Toxicity 0.004


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.937 IGC50 2.663
LC50FM 3.704 LC50DM 5.061


Tox21 Pathway

Property Value Property Value
NR-AR 0.39 NR-AR-LBD 0.325
NR-AhR 0.005 NR-Aromatase 0.039
NR-ER 0.359 NR-ER-LBD 0.351
NR-PPAR-gamma 0.568 SR-ARE 0.099
SR-ATAD5 0.324 SR-HSE 0.139
SR-MMP 0.014 SR-p53 0.049


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Similar covalent drugs

No similar covalent drugs found for this compound.