2-((2-(2-(furan-2-yl)quinoline-4-carbonyl)hydrazono)methyl)benzoic acid

ID: ALA599013

PubChem CID: 6906548

Max Phase: Preclinical

Molecular Formula: C22H15N3O4

Molecular Weight: 385.38

Molecule Type: Small molecule

Names and Identifiers

Synonyms: ZINC 03369470 | MLS001002148|SMR000368666|2-[(E)-[[2-(2-furyl)quinoline-4-carbonyl]hydrazono]methyl]benzoic acid|CHEMBL599013|BDBM50581|BDBM89191|cid_2487302|cid_6906548|ZINC 03369470|2-[(E)-[[2-(furan-2-yl)quinoline-4-carbonyl]hydrazinylidene]methyl]benzoic acid|VU0403956-1|SR-01000058186|SR-01000058186-1|BRD-K38706932-001-04-8|Z49692683|2-[[[2-(2-furyl)quinoline-4-carbonyl]hydrazono]methyl]benzoic acid|2-[(E)-[[[2-(2-furanyl)-4-quinolinyl]-oxomethyl]hydrazinylidene]methyl]benzoic acid|2-[(E)-[Show More⌵

Canonical SMILES:  O=C(O)c1ccccc1/C=N/NC(=O)c1cc(-c2ccco2)nc2ccccc12

Standard InChI:  InChI=1S/C22H15N3O4/c26-21(25-23-13-14-6-1-2-7-15(14)22(27)28)17-12-19(20-10-5-11-29-20)24-18-9-4-3-8-16(17)18/h1-13H,(H,25,26)(H,27,28)/b23-13+

Standard InChI Key:  MSEOIJPJKDACDP-YDZHTSKRSA-N

Molfile:  

     RDKit          2D

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    9.4911  -14.3996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4911  -15.2246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6345  -13.9871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3490  -14.3996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6345  -13.1621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   10.9200  -11.9246    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2056  -11.5121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2056  -10.6871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4911  -11.9246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4911  -10.2746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.2056   -9.0371    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7766   -9.0371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0230   -9.3726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4709   -8.7595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8834   -8.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6904   -8.2166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9200  -10.2746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9200   -9.4496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6345   -9.0371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3490   -9.4496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3490  -10.2746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6345  -10.6871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  7  1  0
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  3  4  2  0
  7  8  1  0
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 17 18  2  0
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  7  9  2  0
 17 19  1  0
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  4  5  1  0
  4 10  1  0
  2  3  1  0
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 20 21  1  0
 21 22  2  0
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 23 19  1  0
  5  6  2  0
 11 12  1  0
 24 25  2  0
  6  1  1  0
 25 26  1  0
 12 13  1  0
 26 27  2  0
  1  2  2  0
 27 28  1  0
 13 14  1  0
 28 29  2  0
 29 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA599013

   2-[(E)-[[2-(2-furyl)quinoline-4-carbonyl]hydrazono]methyl]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: 385.38

Molecular Weight (Monoisotopic): 385.1063

AlogP: 3.96

#Rotatable Bonds: 5

Polar Surface Area: 104.79

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.47

CX Basic pKa: 0.99

CX LogP: 3.87

CX LogD: 0.49

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.40

Np Likeness Score: -1.62

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