Home Cart Sign in  
Chemical Structure| 14542-16-6 Chemical Structure| 14542-16-6

Structure of 14542-16-6

Chemical Structure| 14542-16-6

4-Methyl-1,3-thiazole-2-carboxylic acid

CAS No.: 14542-16-6

4.5 *For Research Use Only !

Cat. No.: A148087 Purity: 95%

Change View

Size Price

US Stock

Global Stock

In Stock
100mg łÇʶÊÊ Inquiry Inquiry
250mg łÇ˶ÊÊ Inquiry Inquiry
1g łËǶÊÊ Inquiry Inquiry
5g łÿÿ¶ÊÊ Inquiry Inquiry
25g łËďͶÊÊ Inquiry Inquiry

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

  • 100mg

    łÇʶÊÊ

  • 250mg

    łÇ˶ÊÊ

  • 1g

    łËǶÊÊ

  • 5g

    łÿÿ¶ÊÊ

  • 25g

    łËďͶÊÊ

In Stock

- +

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 [ 14542-16-6 ]

CAS No. :14542-16-6
Formula : C5H5NO2S
M.W : 143.16
SMILES Code : CC1=CSC(=N1)C(=O)O
MDL No. :MFCD07377486
InChI Key :GNGDWDFLILPTKL-UHFFFAOYSA-N
Pubchem ID :22499336

Safety of [ 14542-16-6 ]

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

Computational Chemistry of [ 14542-16-6 ] Show Less

Physicochemical Properties

Num. heavy atoms 9
Num. arom. heavy atoms 5
Fraction Csp3 0.2
Num. rotatable bonds 1
Num. H-bond acceptors 3.0
Num. H-bond donors 1.0
Molar Refractivity 34.04
TPSA ?

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

78.43 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

1.02
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

1.21
Log Po/w (WLOGP)?

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

1.15
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.

-0.36
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

1.9
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

0.98

Water Solubility

Log S (ESOL):?

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

-1.84
Solubility 2.09 mg/ml ; 0.0146 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.

-2.45
Solubility 0.503 mg/ml ; 0.00352 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

-1.03
Solubility 13.3 mg/ml ; 0.0931 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.

-6.31 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

1.0
Bioavailability Score?

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

0.56

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

0.0 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)

2.16

Application In Synthesis of [ 14542-16-6 ]

* 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.

  • Upstream synthesis route of [ 14542-16-6 ]
  • Downstream synthetic route of [ 14542-16-6 ]

[ 14542-16-6 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 67-56-1 ]
  • [ 14542-16-6 ]
  • [ 14542-15-5 ]
References: [1] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1981, p. 2335 - 2339.
[2] Journal of Medicinal Chemistry, 2005, vol. 48, # 5, p. 1367 - 1383.
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 14542-16-6 ]

Carboxylic Acids

Chemical Structure| 1181456-13-2

A140466 [1181456-13-2]

4-Ethylthiazole-2-carboxylic acid

Similarity: 0.91

Chemical Structure| 14190-59-1

A126971 [14190-59-1]

Thiazole-2-carboxylic acid

Similarity: 0.83

Chemical Structure| 1083274-67-2

A426399 [1083274-67-2]

4-Cyclopropylthiazole-2-carboxylic acid

Similarity: 0.83

Chemical Structure| 61291-21-2

A104189 [61291-21-2]

5-Methylthiazole-2-carboxylic acid

Similarity: 0.78

Chemical Structure| 911466-96-1

A162858 [911466-96-1]

2-(Ethoxycarbonyl)thiazole-4-carboxylic acid

Similarity: 0.78

Related Parent Nucleus of
[ 14542-16-6 ]

Thiazoles

Chemical Structure| 14542-15-5

A221049 [14542-15-5]

Methyl 4-methylthiazole-2-carboxylate

Similarity: 0.94

Chemical Structure| 1181456-13-2

A140466 [1181456-13-2]

4-Ethylthiazole-2-carboxylic acid

Similarity: 0.91

Chemical Structure| 14190-59-1

A126971 [14190-59-1]

Thiazole-2-carboxylic acid

Similarity: 0.83

Chemical Structure| 1083274-67-2

A426399 [1083274-67-2]

4-Cyclopropylthiazole-2-carboxylic acid

Similarity: 0.83

Chemical Structure| 61291-21-2

A104189 [61291-21-2]

5-Methylthiazole-2-carboxylic acid

Similarity: 0.78