Structure of 89-51-0
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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. : | 89-51-0 |
Formula : | C9H8O4 |
M.W : | 180.16 |
SMILES Code : | O=C(O)C1=CC=CC=C1CC(O)=O |
MDL No. : | MFCD00004326 |
InChI Key : | ZHQLTKAVLJKSKR-UHFFFAOYSA-N |
Pubchem ID : | 66643 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
Num. heavy atoms | 13 |
Num. arom. heavy atoms | 6 |
Fraction Csp3 | 0.11 |
Num. rotatable bonds | 3 |
Num. H-bond acceptors | 4.0 |
Num. H-bond donors | 2.0 |
Molar Refractivity | 44.95 |
TPSA ? Topological Polar Surface Area: Calculated from |
74.6 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
0.76 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
1.56 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
1.01 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
1.25 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
0.95 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
1.11 |
Log S (ESOL):? ESOL: Topological method implemented from |
-2.08 |
Solubility | 1.49 mg/ml ; 0.00825 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (Ali)? Ali: Topological method implemented from |
-2.74 |
Solubility | 0.33 mg/ml ; 0.00183 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-1.55 |
Solubility | 5.1 mg/ml ; 0.0283 mol/l |
Class? Solubility class: Log S scale |
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) |
No |
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) |
No |
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) |
No |
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 |
-6.29 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 |
1.0 |
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 |
0.0 alert: heavy_metal |
Leadlikeness? Leadlikeness: implemented from |
No; 1 violation:MW<1.0 |
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) |
1.63 |
* 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 |
---|---|---|
68% | With sodium carbonate; In water; at 120℃; for 72h;Autoclave; | A mixture of CoCl2·6H2O (23.8 mg, 0.1 mmol), homophthalic acid (18.0 mg, 0.1 mmol), ptmb (24.0 mg, 0.1 mmol) and Na2CO3 (10.6 mg, 0.1 mmol) was placed in a Teflon-lined stainless steel vessel. The mixture was sealed and heated at 120 C for 3 days, and then the reaction system was cooled to room temperature. Pink crystals were obtained in yield (based on Co): 68%. Elemental Anal.: Calc. for (C15H18Co1N3O7): C, 43.80; H, 4.42; N, 10.21. Found: C, 43.13; H, 4.81; N, 10.79%. FT-IR (KBr pellet, cm-1): 3120(br), 1621(s), 1572(s), 1497(m), 1321(m), 1214(w), 1179(m), 1038(w), 989(m), 902(w), 834(w), 766(w), 634(m), 507(w). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
66% | With lithium hydroxide; In water; at 120℃; for 72h;Autoclave; | A mixture of NiCl2·6H2O (23.7 mg, 0.1 mmol), homophthalic acid (18.0 mg, 0.1 mmol), ptmb (24.0 mg, 0.1 mmol) and LiOH (8.2 mg, 0.2 mmol) was placed in a Teflon-lined stainless steel vessel. The mixture was sealed and heated at 120 C for 3 days, and then the reaction system was cooled to room temperature. Pale-green crystals were obtained in yield (based on Ni): 66%. Elemental Anal. Calc. for (C21H24N6Ni1O7): C, 47.48; H, 4.56; N, 15.81. Found: C, 47.84; H, 4.62; N, 15.66%. FT-IR (KBr pellet, cm-1): 3614(br), 3038(m), 1630(s), 1571(s), 1450(w), 1312(s), 1261 m), 1204(w), 1151(m), 997(m), 927(w), 879(w), 772(m), 674(w), 629(w), 490(w). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
63% | With sodium carbonate; at 120℃; for 72h;Autoclave; | A mixture of ZnBr2 (22.5 mg, 0.1 mmol), homophthalic acid (18.0 mg, 0.1 mmol), ptmb (24.0 mg, 0.1 mmol) and Na2CO3 (10.6 mg, 0.1 mmol) was placed in a Teflon-lined stainless steel vessel. The mixture was sealed and heated at 120 C for 3 days, and then the reaction system was cooled to room temperature. Pale yellow crystals of 1 were obtained in yield (based on Zn): 63%. Elemental Anal. Calc. for (C15H14N3O5Zn): C, 47.21; H, 3.70; N, 11.01. Found: C, 47.31; H, 3.65; N, 10.93%. FT-IR (KBr pellet, cm-1): 3168(br), 3083(w), 1623(s), 1584(s), 1467(m), 1297(s), 1238(w), 1184(m), 1145(w), 1029(w), 973(m), 931(w), 844(m), 757(w), 663(m), 545(w). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
56% | With lithium hydroxide; In water; at 120℃; for 72h;Autoclave; | A mixture of CdCl2·2H2O (22.5 mg, 0.1 mmol), homophthalic acid (18.0 mg, 0.1 mmol), ptmb (24.0 mg, 0.1 mmol) and LiOH (8.2 mg, 0.2 mmol) was placed in a Teflon-lined stainless steel vessel. The mixture was sealed and heated at 120 C for 3 days, and then the reaction system was cooled to room temperature. Colorless crystals were obtained in yield (based on Cd): 56%. Elemental Anal. Calc. for (C24H20Cd2N3O9): C, 40.08; H, 2.80; N, 5.84. Found: C, 40.13; H, 2.81; N, 5.79%. FT-IR (KBr pellet, cm-1): 3147(br), 1634(s), 1581(s), 1488(m), 1348(m), 1295(w), 1236(w), 1184(m), 1024(w), 995(m), 912(w), 846(w), 763(w), 651(m), 524(w). |
56% | With lithium hydroxide; In water; at 120℃; for 72h;Autoclave; | CdCl 2 · 2H 2 O (22.5 mg, 0.1 mmol),2-carboxyphenylacetic acid (18.0 mg, 0.1 mmol),LiOH (8.2 mg, 0.2 mmol), TNA (24.0 mg, 0.1 mmol) was dissolved in 10 ml of water and stirred, then placed in a 25 ml autoclave, and the reactor was placed in an oven.In the case of 120 C, the reaction is 3 days,Then cool it to room temperature,Produce colorless crystals, filter, wash,After drying, a colorless crystalline product is obtained.The yield based on CdCl2·2H2O was 56% |
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