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Basic Information
Basic Information
Structure Compound Image
ID TCMI14861
Ingredient name (2R)-7-chloro-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-1,4-benzoxazin-3-one
Formula C14H16ClNO8
PubChem CID 637397
InChIKey VMKDFEOKUWRINT-TWTZXXGESA-N
IUPAC name (2R)-7-chloro-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-1,4-benzoxazin-3-one
Canonical SMILES C1=CC2=C(C=C1Cl)OC(C(=O)N2)OC3C(C(C(C(O3)CO)O)O)O
Isomeric SMILES C1=CC2=C(C=C1Cl)O[C@@H](C(=O)N2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
Basic Information
Physicochemical Property
Info
Property Value Property Value Property Value
Molecular Weight (MW) 361.73 Volume 311.015 Density 1.161
nHA 9 nHD 5 nRot 3
nRing 3 MaxRing 10 nHet 10
Eye Irritation 0.026 fChar 0 nRig 18
Flexibility 0.167 Stereo Centers 6 TPSA 137.71
logS -2.0 logP logD 0.0
Basic Information
Drug-likeness
Info
Lipinski rule-of-five:(All of the following data projections are from ADMET)
Term Value Judgment
The average molecular weight (MolWt) 361.73 No
Number of Hydrogen Bond Acceptors (NumHAcceptors) 9 Yes
Number of Hydrogen Bond Donors (NumHDonors) 5 Yes
Wildman-Crippen LogP value (MolLogP) 0.0 No
Number of Rotatable Bonds (NumRotatableBonds) 3 Yes
Quantitative estimation of drug-likeness  :  0.453
Basic Information
Toxicity
Info
Property Value Property Value Property Value
hERG Blockers 0.027 H-HT 0.255 DILI 0.957
AMES 0.727 Rat Oral Acute Toxicity 0.054 FDAMDD 0.003
Skin Sensitization 0.683 Carcinogencity 0.448 Eye Corrosion 0.003
Eye Irritation 0.026 Respiratory Toxicity 0.029 Bioconcentration Factors 0.608
IGC50 3.053 LC50FM LC50DM 3.28
NR-AR 0.638 NR-AR-LBD 0.432 NR-AhR 0.556
NR-Aromatase 0.015 NR-ER 0.343 NR-ER-LBD 0.01
NR-PPAR-gamma 0.004 SR-ARE 0.069 SR-ATAD5 0.014
SR-HSE 0.01 SR-MMP 0.068
Basic Information
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