Home Cart Sign in  
Chemical Structure| 5785-70-6 Chemical Structure| 5785-70-6

Structure of 5785-70-6

Chemical Structure| 5785-70-6

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of [ 5785-70-6 ]

CAS No. :5785-70-6
Formula : C9H10BNO6
M.W : 238.99
SMILES Code : CCOC(=O)C1=CC(=C(C=C1)B(O)O)[N+]([O-])=O
MDL No. :MFCD02179460
InChI Key :GCDAYMSNTGTFDC-UHFFFAOYSA-N
Pubchem ID :2773403

Safety of [ 5785-70-6 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Computational Chemistry of [ 5785-70-6 ] Show Less

Physicochemical Properties

Num. heavy atoms 17
Num. arom. heavy atoms 6
Fraction Csp3 0.22
Num. rotatable bonds 5
Num. H-bond acceptors 6.0
Num. H-bond donors 2.0
Molar Refractivity 61.18
TPSA ?

Topological Polar Surface Area: Calculated from
Ertl P. et al. 2000 J. Med. Chem.

112.58 Ų

Lipophilicity

Log Po/w (iLOGP)?

iLOGP: in-house physics-based method implemented from
Daina A et al. 2014 J. Chem. Inf. Model.

0.0
Log Po/w (XLOGP3)?

XLOGP3: Atomistic and knowledge-based method calculated by
XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry

0.87
Log Po/w (WLOGP)?

WLOGP: Atomistic method implemented from
Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.

-0.55
Log Po/w (MLOGP)?

MLOGP: Topological method implemented from
Moriguchi I. et al. 1992 Chem. Pharm. Bull.
Moriguchi I. et al. 1994 Chem. Pharm. Bull.
Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.

-0.45
Log Po/w (SILICOS-IT)?

SILICOS-IT: Hybrid fragmental/topological method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

-2.58
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

-0.54

Water Solubility

Log S (ESOL):?

ESOL: Topological method implemented from
Delaney JS. 2004 J. Chem. Inf. Model.

-1.8
Solubility 3.78 mg/ml ; 0.0158 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Very soluble
Log S (Ali)?

Ali: Topological method implemented from
Ali J. et al. 2012 J. Chem. Inf. Model.

-2.82
Solubility 0.363 mg/ml ; 0.00152 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble
Log S (SILICOS-IT)?

SILICOS-IT: Fragmental method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

-1.16
Solubility 16.6 mg/ml ; 0.0697 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble

Pharmacokinetics

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)
and tested on 415 molecules (test set)
10-fold CV: ACC=0.72 / AUC=0.77
External: ACC=0.88 / AUC=0.94

No
CYP1A2 inhibitor?

Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.83 / AUC=0.90
External: ACC=0.84 / AUC=0.91

No
CYP2C19 inhibitor?

Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.80 / AUC=0.86
External: ACC=0.80 / AUC=0.87

No
CYP2C9 inhibitor?

Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set)
and tested on 2075 molecules (test set)
10-fold CV: ACC=0.78 / AUC=0.85
External: ACC=0.71 / AUC=0.81

No
CYP2D6 inhibitor?

Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set)
and tested on 1068 molecules (test set)
10-fold CV: ACC=0.79 / AUC=0.85
External: ACC=0.81 / AUC=0.87

No
CYP3A4 inhibitor?

Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set)
and tested on 2579 molecules (test set)
10-fold CV: ACC=0.77 / AUC=0.85
External: ACC=0.78 / AUC=0.86

No
Log Kp (skin permeation)?

Skin permeation: QSPR model implemented from
Potts RO and Guy RH. 1992 Pharm. Res.

-7.14 cm/s

Druglikeness

Lipinski?

Lipinski (Pfizer) filter: implemented from
Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev.
MW ≤ 500
MLOGP ≤ 4.15
N or O ≤ 10
NH or OH ≤ 5

0.0
Ghose?

Ghose filter: implemented from
Ghose AK. et al. 1999 J. Comb. Chem.
160 ≤ MW ≤ 480
-0.4 ≤ WLOGP ≤ 5.6
40 ≤ MR ≤ 130
20 ≤ atoms ≤ 70

None
Veber?

Veber (GSK) filter: implemented from
Veber DF. et al. 2002 J. Med. Chem.
Rotatable bonds ≤ 10
TPSA ≤ 140

0.0
Egan?

Egan (Pharmacia) filter: implemented from
Egan WJ. et al. 2000 J. Med. Chem.
WLOGP ≤ 5.88
TPSA ≤ 131.6

0.0
Muegge?

Muegge (Bayer) filter: implemented from
Muegge I. et al. 2001 J. Med. Chem.
200 ≤ MW ≤ 600
-2 ≤ XLOGP ≤ 5
TPSA ≤ 150
Num. rings ≤ 7
Num. carbon > 4
Num. heteroatoms > 1
Num. rotatable bonds ≤ 15
H-bond acc. ≤ 10
H-bond don. ≤ 5

0.0
Bioavailability Score?

Abbott Bioavailability Score: Probability of F > 10% in rat
implemented from
Martin YC. 2005 J. Med. Chem.

0.55

Medicinal Chemistry

PAINS?

Pan Assay Interference Structures: implemented from
Baell JB. & Holloway GA. 2010 J. Med. Chem.

0.0 alert
Brenk?

Structural Alert: implemented from
Brenk R. et al. 2008 ChemMedChem

3.0 alert: heavy_metal
Leadlikeness?

Leadlikeness: implemented from
Teague SJ. 1999 Angew. Chem. Int. Ed.
250 ≤ MW ≤ 350
XLOGP ≤ 3.5
Num. rotatable bonds ≤ 7

No; 1 violation:MW<1.0
Synthetic accessibility?

Synthetic accessibility score: from 1 (very easy) to 10 (very difficult)
based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties,
trained on 12'782'590 molecules and tested on 40 external molecules (r2 = 0.94)

2.46

Application In Synthesis of [ 5785-70-6 ]

* 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.

  • Downstream synthetic route of [ 5785-70-6 ]

[ 5785-70-6 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 57362-77-3 ]
  • [ 5785-70-6 ]
  • 2
  • [ 5785-70-6 ]
  • [ 935433-66-2 ]
YieldReaction ConditionsOperation in experiment
65% A solution of methyl 2-(bromomethyl)benzoate (261 mg, 1.14 mmol) and tetrakis(triphenylphosphine)palladium(0) (52 mg, 0.045 mmol) in DME (2 mL) under argon was stirred at room temperature for lOmin. 4-Ethoxycarbonyl-2-nitrophenylboronic acid (308 mg, 1.29 mmol) dissolved in DME/EtOH 2:1 (3 mL) was added followed by 2M aq. Na2CO3 (2 mL) and stirring was continued for 2h. The reaction mixture was concentrated in vacuo and purified by column chromatography using EtOAc (0-10%) in heptane as the eluent furnishing 338 mg of 4-(2-Methoxycarbonyl-benzyl)-3-nitro-benzoic acid ethyl ester as a colorless solid (1.13 mmol, 65%).[0246] 1H NMR (400MHz, CDCl3): 8.58 (d, 2H), 8.06 (dd, IH), 8.02 (dd, 2H), 7.50 (dt, IH), 7.38 (dt, IH), 7.18 (d, IH), 7.06 (d, IH), 4.69 (s, 2H), 4.39 (q, 2H), 3.76 (s, 3H), 1.40 (t, 3H).
  • 3
  • [ 2417-73-4 ]
  • [ 5785-70-6 ]
  • [ 935433-66-2 ]
YieldReaction ConditionsOperation in experiment
65% A solution of methyl 2-(bromomethyl)benzoate (261 mg, 1.14 mmol) and tetrakis(triphenylphosphine)palladium(0) (52 mg, 0.045 mmol) in DME (2 mL) under argon was stirred at room temperature for lOmin. 4-Ethoxycarbonyl-2-nitrophenylboronic acid (308 mg, 1.29 mmol) dissolved in DME/EtOH 2:1 (3 mL) was added followed by 2M aq. Na2CO3 (2 mL) and stirring was continued for 2h. The reaction mixture was <n="103"/>concentrated in vacuo and purified by column chromatography using EtOAc (0-10%) in heptane as the eluent furnishing 338 mg of 4-(2-Methoxycarbonyl-benzyl)-3-nitro- benzoic acid ethyl ester as a colorless solid (1.13 mmol, 65%).[0327] 1H NMR (400MHz, CDCl3): 8.58 (d, 2H), 8.06 (dd, 1H), 8.02 (dd,2H), 7.50 (dt, 1H), 7.38 (dt, 1H), 7.18 (d, 1H), 7.06 (d, 1H), 4.69 (s, 2H), 4.39 (q, 2H), 3.76 (s, 3H), 1.40 (t, 3H).
65% A solution of methyl 2-(bromomethyl)benzoate (261mg, 1.14mmol) and tetrakis(triphenylphosphine)palladium(0) (52mg,0.045mmol) in DME (2mL) under argon was stirred at room temperature for lOmin. 4-Ethoxycarbonyl-2-nitrophenylboronic acid (308mg, 1.29mmol) dissolved in DME/EtOH 2:1 (3mL) was added followed by 2M aq. Na2CO3 (2mL) and stirring was continued for 2h. The reaction mixture was concentrated in vacuo and purified by column chromatography using EtOAc (0-10%) in heptane as the eluent EPO <DP n="85"/>furnishing 338 nig of xxl as a colourless solid (1.13mmol, 65%). 1H NMR (400MHz, CDCl3): 8.58 (d, 2H), 8.06 (dd, IH), 8.02 (dd, 2H), 7.50 (dt, IH), 7.38 (dt, IH), 7.18 (d, IH), 7.06 (d, IH), 4.69 (s, 2H), 4.39 (q, 2H), 3.76 (s, 3H), 1.40 (t, 3H).
  • 4
  • [ 7115-89-1 ]
  • [ 5785-70-6 ]
  • [ 935433-66-2 ]
  • 5
  • [ 5785-70-6 ]
  • [ 33515-09-2 ]
  • C64H82N18O17 [ No CAS ]
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 5785-70-6 ]

Organoborons

Chemical Structure| 117342-20-8

A185035 [117342-20-8]

(3-(Methoxycarbonyl)-5-nitrophenyl)boronic acid

Similarity: 0.90

Chemical Structure| 85107-55-7

A343749 [85107-55-7]

4-Methoxycarbonyl-2-nitrophenylboronic acid

Similarity: 0.87

Chemical Structure| 85107-56-8

A199416 [85107-56-8]

(4-(Methoxycarbonyl)-3-nitrophenyl)boronic acid

Similarity: 0.86

Chemical Structure| 101084-81-5

A209915 [101084-81-5]

3-Borono-5-nitrobenzoic acid

Similarity: 0.84

Chemical Structure| 380430-55-7

A277117 [380430-55-7]

(2-Amino-4-(methoxycarbonyl)phenyl)boronic acid hydrochloride

Similarity: 0.75

Aryls

Chemical Structure| 117342-20-8

A185035 [117342-20-8]

(3-(Methoxycarbonyl)-5-nitrophenyl)boronic acid

Similarity: 0.90

Chemical Structure| 85107-55-7

A343749 [85107-55-7]

4-Methoxycarbonyl-2-nitrophenylboronic acid

Similarity: 0.87

Chemical Structure| 85107-56-8

A199416 [85107-56-8]

(4-(Methoxycarbonyl)-3-nitrophenyl)boronic acid

Similarity: 0.86

Chemical Structure| 101084-81-5

A209915 [101084-81-5]

3-Borono-5-nitrobenzoic acid

Similarity: 0.84

Chemical Structure| 380430-55-7

A277117 [380430-55-7]

(2-Amino-4-(methoxycarbonyl)phenyl)boronic acid hydrochloride

Similarity: 0.75

Esters

Chemical Structure| 117342-20-8

A185035 [117342-20-8]

(3-(Methoxycarbonyl)-5-nitrophenyl)boronic acid

Similarity: 0.90

Chemical Structure| 85107-55-7

A343749 [85107-55-7]

4-Methoxycarbonyl-2-nitrophenylboronic acid

Similarity: 0.87

Chemical Structure| 85107-56-8

A199416 [85107-56-8]

(4-(Methoxycarbonyl)-3-nitrophenyl)boronic acid

Similarity: 0.86

Chemical Structure| 380430-55-7

A277117 [380430-55-7]

(2-Amino-4-(methoxycarbonyl)phenyl)boronic acid hydrochloride

Similarity: 0.75

Chemical Structure| 850568-54-6

A170338 [850568-54-6]

(4-(tert-Butoxycarbonyl)phenyl)boronic acid

Similarity: 0.72

Nitroes

Chemical Structure| 117342-20-8

A185035 [117342-20-8]

(3-(Methoxycarbonyl)-5-nitrophenyl)boronic acid

Similarity: 0.90

Chemical Structure| 85107-55-7

A343749 [85107-55-7]

4-Methoxycarbonyl-2-nitrophenylboronic acid

Similarity: 0.87

Chemical Structure| 85107-56-8

A199416 [85107-56-8]

(4-(Methoxycarbonyl)-3-nitrophenyl)boronic acid

Similarity: 0.86

Chemical Structure| 101084-81-5

A209915 [101084-81-5]

3-Borono-5-nitrobenzoic acid

Similarity: 0.84

Chemical Structure| 99-77-4

A111734 [99-77-4]

Ethyl 4-nitrobenzoate

Similarity: 0.71