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

ID: ALA4528193

PubChem CID: 146000664

Max Phase: Preclinical

Molecular Formula: C18H13ClN2O6

Molecular Weight: 388.76

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc(C(=O)NNC(=O)c2cc3cc(Cl)ccc3oc2=O)c1O

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

Standard InChI Key:  IBKVQEMPVNQAOP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   14.8731   -7.6436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8720   -8.4631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5800   -8.8721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5782   -7.2347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2868   -7.6400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2857   -8.4652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9958   -8.8765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7116   -8.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7128   -7.6420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9981   -7.2261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4181   -8.8778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4215   -7.2352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1282   -7.6455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4235   -6.4180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8369   -7.2386    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5436   -7.6490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2523   -7.2421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5416   -8.4662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9554   -7.6549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6636   -7.2487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6661   -6.4307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9544   -6.0205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2491   -6.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9512   -8.4721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3701   -7.6594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.0790   -7.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1653   -7.2352    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
 12 13  1  0
 12 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  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
 23 17  1  0
 19 24  1  0
 20 25  1  0
 25 26  1  0
  1 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4528193

   ---

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: 8.36

CX Basic pKa: ┄

CX LogP: 2.62

CX LogD: 2.58

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.47

Np Likeness Score: -0.88

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