Compound information

Natural Products
ZC33611
Molecular Formula
C14H18N2O6
Molecular Weight
310.116486296 g/mol
Structure
IUPAC Name
(2S)-2-[[(2R)-2-(benzyloxycarbonylamino)-3-hydroxy-propanoyl]amino]propanoic acid
InChI
InChI=1S/C14H18N2O6/c1-9(13(19)20)15-12(18)11(7-17)16-14(21)22-8-10-5-3-2-4-6-10/h2-6,9,11,17H,7-8H2,1H3,(H,15,18)(H,16,21)(H,19,20)/t9-,11+/m0/s1
InChI Key
VWPKWOHWTBYMEQ-GXSJLCMTSA-N
SMILES
C[C@H](NC(=O)[C@@H](CO)NC(=O)OCc1ccccc1)C(=O)O
Source
ZINC000001576089

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 22 Ring Count 1
Heteroatom Count 8 Rotatable Bond Count 7
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 4
Topological Polar Surface Area 124.96 Å2 LogP 0.725
LogS -1.921 LogD -0.54


Absorption

Property Value Property Value
Pgp inhibitor 0.0 Pgp substrate 0.002
HIA 0.755 F20 % 0.952
F30 % 0.243 Caco-2 -6.327
MDCK -5.799


Distribution

Property Value Property Value
BBB Penetration 0.937 PPB 55.607
VD 0.367 Fu 0.242


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.003 CYP1A2 substrate 0.593
CYP2A6 substrate 0.332 CYP2B6 substrate 0.393
CYP2C19 inhibitor 0.13 CYP2C19 substrate 0.805
CYP2C8 substrate 0.598 CYP2C9 inhibitor 0.009
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.015
CYP2D6 substrate 0.438 CYP2E1 substrate 0.191
CYP3A4 inhibitor 0.009 CYP3A4 substrate 0.861


Excretion

Property Value Property Value
T1/2 0.836 CL 2.162


Toxicity

Property Value Property Value
hERG Blockers 0.016 Hepatotoxicity 0.045
Mutagenicity 0.062 Rat Oral Acute Toxicity 0.048
FDAMDD 0.018 Skin Sensitization 0.0
Carcinogenicity 0.004 Eye Corrosion 0.003
Eye Irritation 0.058 Respiratory Toxicity 0.008


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.272 IGC50 2.061
LC50FM 2.83 LC50DM 4.726


Tox21 Pathway

Property Value Property Value
NR-AR 0.383 NR-AR-LBD 0.449
NR-AhR 0.003 NR-Aromatase 0.026
NR-ER 0.4 NR-ER-LBD 0.326
NR-PPAR-gamma 0.415 SR-ARE 0.11
SR-ATAD5 0.279 SR-HSE 0.04
SR-MMP 0.007 SR-p53 0.035


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Similar covalent drugs

No similar covalent drugs found for this compound.