N'-(2-Hydroxy-3-methoxybenzoyl)-2-oxo-2H-chromene-3-carbohydrazide

ID: ALA4589409

PubChem CID: 146000282

Max Phase: Preclinical

Molecular Formula: C18H14N2O6

Molecular Weight: 354.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc(C(=O)NNC(=O)c2cc3ccccc3oc2=O)c1O

Standard InChI:  InChI=1S/C18H14N2O6/c1-25-14-8-4-6-11(15(14)21)16(22)19-20-17(23)12-9-10-5-2-3-7-13(10)26-18(12)24/h2-9,21H,1H3,(H,19,22)(H,20,23)

Standard InChI Key:  DHFQWWJABQBHOS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.9637  -23.5440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6717  -23.9530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6700  -22.3156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3786  -22.7209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3774  -23.5461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0875  -23.9574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.8045  -22.7229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0899  -22.3070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5099  -23.9587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5132  -22.3161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2199  -22.7264    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5152  -21.4989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9286  -22.3195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6353  -22.7299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3440  -22.3230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6333  -23.5470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0471  -22.7358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7554  -22.3296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7578  -21.5116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0461  -21.1014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3408  -21.5099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0430  -23.5530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4619  -22.7403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1708  -22.3338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  5  4  2  0
  4  1  1  0
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  5 10  1  0
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 20 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4589409

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 354.32

Molecular Weight (Monoisotopic): 354.0852

AlogP: 1.58

#Rotatable Bonds: 3

Polar Surface Area: 117.87

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.37

CX Basic pKa: ┄

CX LogP: 2.02

CX LogD: 1.98

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.49

Np Likeness Score: -0.64

References

1. Jesumoroti OJ, Faridoon, Mnkandhla D, Isaacs M, Hoppe HC, Klein R..  (2019)  Evaluation of novel N'-(3-hydroxybenzoyl)-2-oxo-2H-chromene-3-carbohydrazide derivatives as potential HIV-1 integrase inhibitors.,  10  (1): [PMID:30774857] [10.1039/C8MD00328A]

Source

Source(1):

• Scientific Literature