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

ID: ALA4532531

PubChem CID: 146000018

Max Phase: Preclinical

Molecular Formula: C19H16N2O7

Molecular Weight: 384.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc(C(=O)NNC(=O)c2cc3cccc(OC)c3oc2=O)c1O

Standard InChI:  InChI=1S/C19H16N2O7/c1-26-13-7-4-6-11(15(13)22)17(23)20-21-18(24)12-9-10-5-3-8-14(27-2)16(10)28-19(12)25/h3-9,22H,1-2H3,(H,20,23)(H,21,24)

Standard InChI Key:  JVHWWVLJUZGYJN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   15.1661  -13.2071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1650  -14.0266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8730  -14.4356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8713  -12.7982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5799  -13.2035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5787  -14.0287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2888  -14.4400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0046  -14.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0058  -13.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2912  -12.7896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7112  -14.4413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7145  -12.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4212  -13.2090    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7165  -11.9815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1299  -12.8021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8366  -13.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5453  -12.8056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8346  -14.0297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2484  -13.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9567  -12.8122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9591  -11.9942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2474  -11.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5421  -11.9925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2443  -14.0356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6632  -13.2229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3721  -12.8164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8728  -15.2528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1649  -15.6611    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
 20 25  1  0
 25 26  1  0
  3 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4532531

   ---

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: 384.34

Molecular Weight (Monoisotopic): 384.0958

AlogP: 1.59

#Rotatable Bonds: 4

Polar Surface Area: 127.10

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.37

CX Basic pKa: ┄

CX LogP: 1.86

CX LogD: 1.82

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.46

Np Likeness Score: -0.51

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