2-(4-(naphthalen-2-yl)thiazol-2-ylcarbamoyl)benzoic acid

ID: ALA599830

Cas Number: 325807-33-8

PubChem CID: 1987843

Max Phase: Preclinical

Molecular Formula: C21H14N2O3S

Molecular Weight: 374.42

Molecule Type: Small molecule

Names and Identifiers

Synonyms: ZINC 02379945 | 325807-33-8|2-[(4-naphthalen-2-yl-1,3-thiazol-2-yl)carbamoyl]benzoic Acid|CHEMBL599830|ZINC 02379945|MLS001201559|SCHEMBL7239062|FNRIRVWOQHFTMB-UHFFFAOYSA-N|2-((4-(naphthalen-2-yl)thiazol-2-yl)carbamoyl)benzoic acid|HMS2958D08|2-{[4-(naphthalen-2-yl)-1,3-thiazol-2-yl]carbamoyl}benzoic acid|BDBM50481421|AKOS001267599|SMR000640952|EN300-22999864|F0777-1485|Z199467166|2-[4-(naphthalin-2-yl)-thiazol-2-ylaminocarbonyl]-benzoic acid

Canonical SMILES:  O=C(O)c1ccccc1C(=O)Nc1nc(-c2ccc3ccccc3c2)cs1

Standard InChI:  InChI=1S/C21H14N2O3S/c24-19(16-7-3-4-8-17(16)20(25)26)23-21-22-18(12-27-21)15-10-9-13-5-1-2-6-14(13)11-15/h1-12H,(H,25,26)(H,22,23,24)

Standard InChI Key:  FNRIRVWOQHFTMB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    0.2045  -11.0627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2045  -11.8877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9190  -12.3002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9190  -10.6502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6335  -11.0627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6335  -11.8877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3479  -12.3002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0624  -11.8877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0624  -11.0627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3479  -10.6502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7769  -12.3002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8631  -13.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6701  -13.2922    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.0826  -12.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5305  -11.9646    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9031  -12.4915    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2386  -11.7378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0591  -11.6516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7537  -11.0704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3946  -10.8979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2151  -10.8117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7001  -11.4791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3645  -12.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5440  -12.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2085  -13.0727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3880  -13.1589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6934  -13.7401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  6  2  0
  6  7  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 11  1  0
  1  2  2  0
 14 16  1  0
  7  8  2  0
 16 17  1  0
  5  4  2  0
 17 18  1  0
  8  9  1  0
 17 19  2  0
  4  1  1  0
 18 20  2  0
  9 10  2  0
 20 21  1  0
 10  5  1  0
 21 22  2  0
 22 23  1  0
  8 11  1  0
 23 24  2  0
 24 18  1  0
 11 12  2  0
 24 25  1  0
  2  3  1  0
 25 26  1  0
  5  6  1  0
 25 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA599830

   2-[(4-naphthalen-2-yl-1,3-thiazol-2-yl)carbamoyl]benzoic Acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 374.42

Molecular Weight (Monoisotopic): 374.0725

AlogP: 4.91

#Rotatable Bonds: 4

Polar Surface Area: 79.29

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.90

CX Basic pKa: ┄

CX LogP: 5.09

CX LogD: 1.60

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.53

Np Likeness Score: -1.35

References

1. Podvinec M, Lim SP, Schmidt T, Scarsi M, Wen D, Sonntag LS, Sanschagrin P, Shenkin PS, Schwede T..  (2010)  Novel inhibitors of dengue virus methyltransferase: discovery by in vitro-driven virtual screening on a desktop computer grid.,  53  (4): [PMID:20108931] [10.1021/jm900776m]

2. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays