Compound information

Natural Products
ZC1956555
Molecular Formula
C20H30N2O5
Molecular Weight
378.21547206 g/mol
Structure
IUPAC Name
(2S)-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-IRXDYDNUSA-N
SMILES
CCCC[C@H](NC(=O)[C@H](CCCC)NC(=O)OCc1ccccc1)C(=O)O
Source
ZINC000004899831

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 3.747
LogS -3.776 LogD 3.001


Absorption

Property Value Property Value
Pgp inhibitor 0.001 Pgp substrate 0.004
HIA 0.409 F20 % 0.971
F30 % 0.032 Caco-2 -5.374
MDCK -5.0


Distribution

Property Value Property Value
BBB Penetration 0.081 PPB 89.506
VD 0.528 Fu 1.841


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.017 CYP1A2 substrate 0.652
CYP2A6 substrate 0.425 CYP2B6 substrate 0.498
CYP2C19 inhibitor 0.225 CYP2C19 substrate 0.882
CYP2C8 substrate 0.757 CYP2C9 inhibitor 0.383
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.038
CYP2D6 substrate 0.638 CYP2E1 substrate 0.286
CYP3A4 inhibitor 0.041 CYP3A4 substrate 0.991


Excretion

Property Value Property Value
T1/2 0.837 CL 1.897


Toxicity

Property Value Property Value
hERG Blockers 0.009 Hepatotoxicity 0.878
Mutagenicity 0.004 Rat Oral Acute Toxicity 0.106
FDAMDD 0.18 Skin Sensitization 0.0
Carcinogenicity 0.01 Eye Corrosion 0.008
Eye Irritation 0.063 Respiratory Toxicity 0.004


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.398 IGC50 2.99
LC50FM 3.655 LC50DM 5.07


Tox21 Pathway

Property Value Property Value
NR-AR 0.266 NR-AR-LBD 0.264
NR-AhR 0.005 NR-Aromatase 0.074
NR-ER 0.349 NR-ER-LBD 0.376
NR-PPAR-gamma 0.658 SR-ARE 0.08
SR-ATAD5 0.398 SR-HSE 0.177
SR-MMP 0.018 SR-p53 0.086


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CI003857

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CI003868

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Similar covalent drugs

No similar covalent drugs found for this compound.