6-Chloro-N'-(2-hydroxy-5-methoxybenzoyl)-2-oxo-2H-chromene-3-carbohydrazide

ID: ALA4533364

PubChem CID: 145999764

Max Phase: Preclinical

Molecular Formula: C18H13ClN2O6

Molecular Weight: 388.76

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(O)c(C(=O)NNC(=O)c2cc3cc(Cl)ccc3oc2=O)c1

Standard InChI:  InChI=1S/C18H13ClN2O6/c1-26-11-3-4-14(22)12(8-11)16(23)20-21-17(24)13-7-9-6-10(19)2-5-15(9)27-18(13)25/h2-8,22H,1H3,(H,20,23)(H,21,24)

Standard InChI Key:  NDRKWWFVCVSGHP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.3169   -3.6856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3157   -4.5051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0238   -4.9141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0220   -3.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7306   -3.6820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7294   -4.5072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4395   -4.9185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1554   -4.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1565   -3.6840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4419   -3.2681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8619   -4.9198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8652   -3.2772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5720   -3.6875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8672   -2.4600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2807   -3.2806    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9874   -3.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6961   -3.2841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9854   -4.5081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3992   -3.6969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1074   -3.2907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1098   -2.4727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3981   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6928   -2.4710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3950   -4.5141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3973   -1.2453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1045   -0.8359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6091   -3.2772    0.0000 Cl  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
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 17 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
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 19 24  1  0
 22 25  1  0
 25 26  1  0
  1 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4533364

   ---

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: 388.76

Molecular Weight (Monoisotopic): 388.0462

AlogP: 2.24

#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: 8.27

CX Basic pKa: ┄

CX LogP: 2.62

CX LogD: 2.57

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.47

Np Likeness Score: -0.90

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