(Z)-5-(2,5-dimethyl-3-((2-(phenylcarbamoyl)hydrazono)methyl)-1H-pyrrol-1-yl)isophthalic acid

ID: ALA597964

PubChem CID: 5429041

Max Phase: Preclinical

Molecular Formula: C22H20N4O5

Molecular Weight: 420.43

Molecule Type: Small molecule

Names and Identifiers

Synonyms: ZINC 00632055 | CHEMBL597964|ZINC 00632055|BDBM50481415

Canonical SMILES:  Cc1cc(/C=N\NC(=O)Nc2ccccc2)c(C)n1-c1cc(C(=O)O)cc(C(=O)O)c1

Standard InChI:  InChI=1S/C22H20N4O5/c1-13-8-17(12-23-25-22(31)24-18-6-4-3-5-7-18)14(2)26(13)19-10-15(20(27)28)9-16(11-19)21(29)30/h3-12H,1-2H3,(H,27,28)(H,29,30)(H2,24,25,31)/b23-12-

Standard InChI Key:  OTJUXPIAEJWXIP-FMCGGJTJSA-N

Molfile:  

     RDKit          2D

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    2.8687   -1.2203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7253   -2.4578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0108   -2.8703    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7253   -1.6328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4649   -7.0534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2854   -6.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6210   -6.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1360   -5.5461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1294   -7.8071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3089   -7.8933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6143   -8.4745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4414   -6.1273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7770   -5.3736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9264   -6.7947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 13  1  0
 14 18  1  0
  8  9  1  0
 16 19  1  0
  4  5  1  0
 15 20  1  0
  8 10  2  0
 20 21  2  0
  2  3  1  0
 21 22  1  0
  9 11  1  0
 22 23  2  0
  5  6  2  0
 23 24  1  0
 11 12  2  0
 24 25  2  0
 25 20  1  0
  6  1  1  0
 22 26  1  0
 12 13  1  0
 26 27  2  0
 13 14  2  0
 26 28  1  0
  1  2  2  0
 24 29  1  0
  4  7  1  0
 29 30  1  0
  3  4  2  0
 29 31  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA597964

   5-[2,5-dimethyl-3-[(Z)-(phenylcarbamoylhydrazinylidene)methyl]pyrrol-1-yl]benzene-1,3-dicarboxylic 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: 420.43

Molecular Weight (Monoisotopic): 420.1434

AlogP: 3.65

#Rotatable Bonds: 6

Polar Surface Area: 133.02

Molecular Species: ACID

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.44

CX Basic pKa: 1.12

CX LogP: 3.69

CX LogD: -2.72

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.36

Np Likeness Score: -1.65

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]

Source

Source(1):

• Scientific Literature