Select Region or Location
Americas
  • Argentina
  • Brazil
  • Canada
  • Mexico
  • United States
  • Other Americas
Europe
  • Austria
  • Belgium
  • Bulgaria
  • Croatia/Hrvatska
  • Cyprus
  • Czech Republic
  • Denmark
  • Estonia
  • Finland
  • France
  • Germany
  • Greece
  • Hungary
  • Ireland
  • Italy
  • Latvia
  • Liechtenstein
  • Lithuania
  • Luxembourg
  • Malta
  • Netherlands
  • Norway
  • Poland
  • Portugal
  • Romania
  • Slovak Republic
  • Slovenia
  • Spain
  • Sweden
  • Switzerland
  • Turkey
  • United Kingdom
  • Other Europe
Asia Pacific
  • Australia
  • China
  • India
  • Indonesia
  • Japan
  • Korea, Republic of
  • Malaysia
  • New Zealand
  • Philippines
  • Singapore
  • Thailand
  • Vietnam
  • Other Asia Pacific
Africa And Middle East
  • Egypt
  • Israel
  • Other Africa And Middle East
USD
Home Cart Sign in  
Chemical Structure| 874302-76-8 Chemical Structure| 874302-76-8

Structure of PDEC-NB
CAS No.: 874302-76-8

Chemical Structure| 874302-76-8

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only! Not for Human Use. We Do Not Sell to Patients.

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

Change View

Size Price VIP Price

DE Stock

US Stock

Asia Stock

Global Stock

In Stock
{[ item.pr_size ]}{[ size_append_text(item.pr_size, proInfo.prAm, 'list') ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

  • {[ item.pr_size ]}
    {[ size_append_text(item.pr_size, proInfo.prAm, 'list') ]}

In Stock

- +

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

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

Alternative Products

Product Details of [ 874302-76-8 ]

CAS No. :874302-76-8
Formula : C14H12N2O5S2
M.W : 352.39
SMILES Code : O=C(OC1=CC=C([N+]([O-])=O)C=C1)OCCSSC2=NC=CC=C2
English Name :4-nitrophenyl 2-(pyridin-2-yldisulfanyl)ethyl carbonate
MDL No. :MFCD28556879
InChI Key :JHDROZPIXZYTMZ-UHFFFAOYSA-N
Pubchem ID :11638899

Safety of [ 874302-76-8 ]

Computational Chemistry of [ 874302-76-8 ] Show Less

Physicochemical Properties

Num. heavy atoms 23
Num. arom. heavy atoms 12
Fraction Csp3 0.14
Num. rotatable bonds 9
Num. H-bond acceptors 6.0
Num. H-bond donors 0.0
Molar Refractivity 89.67
TPSA ?

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

144.84 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

2.64
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

3.41
Log Po/w (WLOGP)?

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

3.95
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.

1.0
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

0.69
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

2.34

Water Solubility

Log S (ESOL):?

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

-3.97
Solubility 0.0382 mg/ml ; 0.000108 mol/l
Class?

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

Soluble
Log S (Ali)?

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

-6.13
Solubility 0.00026 mg/ml ; 0.000000739 mol/l
Class?

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

Poorly 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

-4.34
Solubility 0.0161 mg/ml ; 0.0000456 mol/l
Class?

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

Moderately soluble

Pharmacokinetics

GI absorption?

Gatrointestinal absorption: according to the white of the BOILED-Egg

Low
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

Yes
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

Yes
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

Yes
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

Yes
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

Yes
Log Kp (skin permeation)?

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

-6.03 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

1.0
Egan?

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

1.0
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

4.0 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<2.0
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)

3.01

Application In Synthesis of [ 874302-76-8 ]

* 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 [ 874302-76-8 ]

[ 874302-76-8 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 874302-76-8 ]
  • [ 474645-27-7 ]
  • C47H74N6O9S2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
64% With pyridine; benzotriazol-1-ol; In N,N-dimethyl-formamide; at 16℃; for 16h;Inert atmosphere; To a solution of compound 1(60mg, 0.17 mmol), MMAE (110 mg, 0.123 mmol), HOBt (4.6 mg, 0.034 mmol) in dry DMF (3.0 mL) was added pyridine (134 mg, 1.7 mmol) at 20°C, and the mixture was allowed to stir at 16°C for 16 h under N2. The mixture was filtered and purified by prep-HPLC (FA conditions), to give compound A (99.7 mg, yield: 64percent) as a whitesolid. LCMS: (10-80, AB, 2 mm), 1.331 mm, MS = 932.5[M+2j; ?H NMR (400 MI-Tz, DMSOd 6) 5 8.46 (d, J= 4.4 Hz, 1 H), 7.80 -7.76 (m, 2 H), 7.56 (s, 1 H), 7.34 -7.18 (m, 7 H), 5.10 (s, 1H), 4.56 -4.51 (m, 2 H), 4.29 -4.16 (m, 3 H), 4.03 (s, 2 H), 3.77 (d, J 11.6Hz, 2 H), 3.37 (d, J= 9.6 Hz, 2 H), 3.28 - 3.23 (m, 8 H), 3.15 (s, 3 H), 2.84 (s, 3 H), 2.40 (s, 2 H), 2.18 (s, 2 H), 2.00(s, 1 H), 1.81 (s, 3 H), 1.62 - 1.56 (m, 2 H), 1.34 (d, J= 6.4 Hz, 1 H), 1.05 - 1.01 (m, 8 H), 0.88 -0.80 (m, 18 H). The molecular weight determined by NMR was 930.50.
  • 2
  • [ 874302-76-8 ]
  • [ 926927-61-9 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
50.05% With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 25℃; for 16h; 20.3 Procedure for preparation of compound 4 To a solution of compound 3 (230.52 mg, 654.17 umol) in DMF (2 mL) was added Motohmod (0.15 g, 327.09 umol), DIEA (126.82 mg, 981.26 umol, 170.92 uL) and HOBt (53.04 mg, 392.50 umol). The mixture was stirred at 25 °C for 16 hr. LC-MS indicated compound 3 was consumed completely and a peak with desired mass (m/z: 672.1([M+H+])) was detected. The reaction mixture was purified by prep-HPLC (A: H20, B: ACN). Compound 4 (0.11 g, 163.72 umol, 50.05% yield) was obtained as a white solid. Calculated MW: 671.8 observed m/z: 672.1([M+H+])
  • 3
  • [ 874302-76-8 ]
  • [ 474645-27-7 ]
  • C47H74N6O9S2 [ No CAS ]
  • 4
  • [ 874302-76-8 ]
  • [ 203911-27-7 ]
  • [ 2493039-60-2 ]
YieldReaction ConditionsOperation in experiment
90% With triethylamine In dichloromethane 3.3.3 3.3.3. Synthesis of the 2-(pyridin-2-yldisulfanyl)ethyl 4-(isoquinolin-5-ylsulfonyl)-1.4-diazepane- 1 -carboxylate To a solution of 4-nitrophenyl (2-(pyridin-2-yldisulfanyl)ethyl) carbonate (600 mg, 1.703 mmol) in CH2CI2 (75 ml) was added EbN (430 pi, 3.10 mmol) and Fasudil-HCI (508 mg, 1.55 mmol) at room temperature. The residue was subjected to column chromatography on silica gel (ethyl acetate (EtOAc) EtOAc: Methanol 95:5) to give a yellow viscous oil (702 mg, 90%).1H NMR (300 MHz, CDC ) d 9.37 (s, 1 H), 8.72 (d, J = 6.2 Hz, 1 H), 8.46 (t, J = 6.6 Hz, 2H), 8.26 - 8.10 (m, 3H), 7.84 - 7.54 (m, 3H), 7.18 - 7.08 (m, 1 H), 6.96 - 6.85 (m, 2H), 5.32 (s, 1 H), 4.35 (t, J = 6.2 Hz, 2H), 3.75 - 3.33 (m, 10H), 3.05 (t, J = 6.1 Hz, 2H), 2.02 (t, J = 1 1.7 Hz, 2H), 1.60 (s, 1 H), 1.27 (s, 1 H).
  • 5
  • [ 874302-76-8 ]
  • [ 2124210-34-8 ]
  • [ 3027555-40-1 ]
YieldReaction ConditionsOperation in experiment
With dmap; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 50℃; S1 Compound 9 (110 mg, 0.31 mmol) was added to a DMF solution of compound 8 (Duo5, the synthesis of which has been previously described in US Patent 10,590,165, which is incorporated herein in its entirety) (200 mg, 0.26 mmol), DIPEA (100 mg, 0.77 mmol), HOBt (81 mg, 0.6 mmol), and DMAP (50 mg) at room temperature. The resulting mixture was stirred at 50oC for 5 hours and LCMS showed a major desired product peak. The crude reaction mixture was purified directly on reverse phase HPLC and the desired product peak was combined and freeze dried. Compound 10 was isolated as a fluffy white powder. MS m/z 985.5 (M+H).
 

Historical Records

Categories

Related Functional Groups of
[ 874302-76-8 ]

Aryls

Chemical Structure| 144163-97-3

A366370 [144163-97-3]

4-Nitrophenyl (thiazol-5-ylmethyl) carbonate

Similarity: 0.68

Chemical Structure| 13795-24-9

A128425 [13795-24-9]

Benzyl (4-nitrophenyl) carbonate

Similarity: 0.63

Chemical Structure| 101623-69-2

A163644 [101623-69-2]

1-Chloroethyl (4-nitrophenyl) carbonate

Similarity: 0.60

Chemical Structure| 803700-29-0

A378940 [803700-29-0]

3-(3-Fluoro-5-nitrophenoxy)pyridine

Similarity: 0.58

Chemical Structure| 2635-84-9

A172713 [2635-84-9]

4-Nitrophenyl butyrate

Similarity: 0.55

Esters

Chemical Structure| 144163-97-3

A366370 [144163-97-3]

4-Nitrophenyl (thiazol-5-ylmethyl) carbonate

Similarity: 0.68

Chemical Structure| 13795-24-9

A128425 [13795-24-9]

Benzyl (4-nitrophenyl) carbonate

Similarity: 0.63

Chemical Structure| 101623-69-2

A163644 [101623-69-2]

1-Chloroethyl (4-nitrophenyl) carbonate

Similarity: 0.60

Chemical Structure| 2635-84-9

A172713 [2635-84-9]

4-Nitrophenyl butyrate

Similarity: 0.55

Chemical Structure| 956-75-2

A955912 [956-75-2]

4-Nitrophenyl hexanoate

Similarity: 0.55

Nitroes

Chemical Structure| 144163-97-3

A366370 [144163-97-3]

4-Nitrophenyl (thiazol-5-ylmethyl) carbonate

Similarity: 0.68

Chemical Structure| 13795-24-9

A128425 [13795-24-9]

Benzyl (4-nitrophenyl) carbonate

Similarity: 0.63

Chemical Structure| 101623-69-2

A163644 [101623-69-2]

1-Chloroethyl (4-nitrophenyl) carbonate

Similarity: 0.60

Chemical Structure| 803700-29-0

A378940 [803700-29-0]

3-(3-Fluoro-5-nitrophenoxy)pyridine

Similarity: 0.58

Chemical Structure| 5683-43-2

A142001 [5683-43-2]

2-Methyl-6-nitro-1,3-benzoxazole

Similarity: 0.57

Related Parent Nucleus of
[ 874302-76-8 ]

Pyridines

Chemical Structure| 803700-29-0

A378940 [803700-29-0]

3-(3-Fluoro-5-nitrophenoxy)pyridine

Similarity: 0.58

Chemical Structure| 1796-84-5

A341212 [1796-84-5]

4-Ethoxy-3-nitropyridine

Similarity: 0.56

Chemical Structure| 31872-62-5

A115235 [31872-62-5]

4-Methoxy-3-nitropyridine

Similarity: 0.55

Chemical Structure| 102877-78-1

A209500 [102877-78-1]

4-(Pyridin-4-yloxy)aniline

Similarity: 0.54

Chemical Structure| 5446-92-4

A108211 [5446-92-4]

2-Methoxy-5-nitropyridine

Similarity: 0.53