Compound information

Natural Products
ZC1013260
Molecular Formula
C18H26N2O5
Molecular Weight
350.184171932 g/mol
Structure
IUPAC Name
(2S)-2-[[(2S)-2-(benzyloxycarbonylamino)pentanoyl]amino]pentanoic acid
InChI
InChI=1S/C18H26N2O5/c1-3-8-14(16(21)19-15(9-4-2)17(22)23)20-18(24)25-12-13-10-6-5-7-11-13/h5-7,10-11,14-15H,3-4,8-9,12H2,1-2H3,(H,19,21)(H,20,24)(H,22,23)/t14-,15-/m0/s1
InChI Key
RLUYBNYNFLTTOT-GJZGRUSLSA-N
SMILES
CCC[C@H](NC(=O)[C@H](CCC)NC(=O)OCc1ccccc1)C(=O)O
Source
ZINC000004761140

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 25 Ring Count 1
Heteroatom Count 7 Rotatable Bond Count 10
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 3
Topological Polar Surface Area 104.73 Å2 LogP 2.779
LogS -3.532 LogD 2.226


Absorption

Property Value Property Value
Pgp inhibitor 0.0 Pgp substrate 0.004
HIA 0.563 F20 % 0.989
F30 % 0.116 Caco-2 -5.165
MDCK -5.024


Distribution

Property Value Property Value
BBB Penetration 0.142 PPB 84.86
VD 0.481 Fu 1.262


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.007 CYP1A2 substrate 0.673
CYP2A6 substrate 0.447 CYP2B6 substrate 0.502
CYP2C19 inhibitor 0.192 CYP2C19 substrate 0.924
CYP2C8 substrate 0.762 CYP2C9 inhibitor 0.216
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.055
CYP2D6 substrate 0.686 CYP2E1 substrate 0.248
CYP3A4 inhibitor 0.021 CYP3A4 substrate 0.993


Excretion

Property Value Property Value
T1/2 0.821 CL 2.02


Toxicity

Property Value Property Value
hERG Blockers 0.007 Hepatotoxicity 0.785
Mutagenicity 0.009 Rat Oral Acute Toxicity 0.088
FDAMDD 0.119 Skin Sensitization 0.0
Carcinogenicity 0.009 Eye Corrosion 0.007
Eye Irritation 0.081 Respiratory Toxicity 0.002


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.417 IGC50 2.454
LC50FM 3.545 LC50DM 4.934


Tox21 Pathway

Property Value Property Value
NR-AR 0.282 NR-AR-LBD 0.283
NR-AhR 0.004 NR-Aromatase 0.065
NR-ER 0.337 NR-ER-LBD 0.345
NR-PPAR-gamma 0.612 SR-ARE 0.058
SR-ATAD5 0.381 SR-HSE 0.169
SR-MMP 0.012 SR-p53 0.05


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Similar covalent drugs

No similar covalent drugs found for this compound.