Structure of ANS
CAS No.: 82-76-8
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
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CAS No. : | 82-76-8 |
Formula : | C16H13NO3S |
M.W : | 299.34 |
SMILES Code : | O=S(C1=C2C(NC3=CC=CC=C3)=CC=CC2=CC=C1)(O)=O |
MDL No. : | MFCD00003998 |
InChI Key : | FWEOQOXTVHGIFQ-UHFFFAOYSA-N |
Pubchem ID : | 1369 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H315-H319 |
Precautionary Statements: | P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313 |
Num. heavy atoms | 21 |
Num. arom. heavy atoms | 16 |
Fraction Csp3 | 0.0 |
Num. rotatable bonds | 3 |
Num. H-bond acceptors | 3.0 |
Num. H-bond donors | 2.0 |
Molar Refractivity | 83.35 |
TPSA ? Topological Polar Surface Area: Calculated from |
74.78 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
2.6 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
3.46 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
4.91 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
3.27 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
2.05 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
3.26 |
Log S (ESOL):? ESOL: Topological method implemented from |
-4.24 |
Solubility | 0.0172 mg/ml ; 0.0000573 mol/l |
Class? Solubility class: Log S scale |
Moderately soluble |
Log S (Ali)? Ali: Topological method implemented from |
-4.71 |
Solubility | 0.00581 mg/ml ; 0.0000194 mol/l |
Class? Solubility class: Log S scale |
Moderately soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-5.98 |
Solubility | 0.000313 mg/ml ; 0.00000104 mol/l |
Class? Solubility class: Log S scale |
Moderately soluble |
GI absorption? Gatrointestinal absorption: according to the white of the BOILED-Egg |
High |
BBB permeant? BBB permeation: according to the yolk of the BOILED-Egg |
No |
P-gp substrate? P-glycoprotein substrate: SVM model built on 1033 molecules (training set) |
No |
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) |
Yes |
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) |
Yes |
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) |
Yes |
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) |
No |
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) |
No |
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from |
-5.67 cm/s |
Lipinski? Lipinski (Pfizer) filter: implemented from |
0.0 |
Ghose? Ghose filter: implemented from |
None |
Veber? Veber (GSK) filter: implemented from |
0.0 |
Egan? Egan (Pharmacia) filter: implemented from |
0.0 |
Muegge? Muegge (Bayer) filter: implemented from |
0.0 |
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat |
0.56 |
PAINS? Pan Assay Interference Structures: implemented from |
0.0 alert |
Brenk? Structural Alert: implemented from |
1.0 alert: heavy_metal |
Leadlikeness? Leadlikeness: implemented from |
No; 1 violation:MW<0.0 |
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) |
2.95 |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
94% | With sulfuric acid; at 120 - 155℃;Industrial scale; | So the metering groove 237 kg aniline by adding the pot, to start stirrer 441 kg concentration of greater than 98% of concentrated sulfuric acid, in the case of the vicious circle, by adding 300 kg of 1-naphthylamine-8-sulfonic acid to continue heating, dehydrating atmosphere.When the affect reach 120-130 C time, dehydration-end, to the volume of the material in the measurement, if it is lower than the normal volume, the aniline is added.Continued heating to 155 ±2 C, then maintaining 10-12 hours, sampling analysis, 1-naphthylamine-8-sulfonic acid content ? 0.6% to be qualified, the qualified to the vacuum distillation pot, otherwise prolonged holding time.Follow-up steps of the embodiment with the specific embodiment 1 the same.The embodiment of the preparation obtained N-phenyl-1-naphthylamine-8-sulfonic acid, its yield is 94%, the purity is 98%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In aq. phosphate buffer; at 25℃;pH 6.0; | Fluorescence life time measurements were carried out using thetime correlated single photon counting spectrometer provided byHoriba Jobin Yvon (Fluorocube fluoresence life time system with NanoLED) for the samples ANS alone, ANS:CXCL2 and ANS:CXCL3 as describedelsewhere [25]. To monitor the life time analysis, CXCL2 andCXCL3 samples of 50 muM in 20mM Tris (pH 7), 50mM NaCl buffer anda fixed concentration of 1:5 (protein: ANS) were used to record thelifetime data. |