N'-(2-Hydroxybenzoyl)-8-methoxy-2-oxo-2H-chromene-3-carbohydrazide

ID: ALA4578898

PubChem CID: 145999287

Max Phase: Preclinical

Molecular Formula: C18H14N2O6

Molecular Weight: 354.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc2cc(C(=O)NNC(=O)c3ccccc3O)c(=O)oc12

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

Standard InChI Key:  JYGFVPYJQDFGLO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.2496  -19.3030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2485  -20.1225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9565  -20.5315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9547  -18.8941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6634  -19.2994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6622  -20.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3723  -20.5359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0881  -20.1266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0893  -19.3015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3746  -18.8856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7947  -20.5372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7980  -18.8946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5047  -19.3049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8000  -18.0774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2134  -18.8981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9201  -19.3084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6288  -18.9015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9181  -20.1256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3319  -19.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0401  -18.9082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0426  -18.0901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3309  -17.6799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6256  -18.0885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3278  -20.1315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9562  -21.3487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2484  -21.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  8 11  2  0
  9 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 17  1  0
 19 24  1  0
  3 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4578898

   ---

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: 8.05

CX Basic pKa: ┄

CX LogP: 2.02

CX LogD: 1.93

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.49

Np Likeness Score: -0.63

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