6-Chloro-N'-(5-chloro-2-hydroxybenzoyl)-2-oxo-2H-chromene-3-carbohydrazide

ID: ALA4568499

PubChem CID: 145999855

Max Phase: Preclinical

Molecular Formula: C17H10Cl2N2O5

Molecular Weight: 393.18

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NNC(=O)c1cc2cc(Cl)ccc2oc1=O)c1cc(Cl)ccc1O

Standard InChI:  InChI=1S/C17H10Cl2N2O5/c18-9-2-4-14-8(5-9)6-12(17(25)26-14)16(24)21-20-15(23)11-7-10(19)1-3-13(11)22/h1-7,22H,(H,20,23)(H,21,24)

Standard InChI Key:  HZBQVEFZUKLVDD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   15.8802  -19.6703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8790  -20.4899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5871  -20.8988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5853  -19.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2939  -19.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2927  -20.4919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0028  -20.9033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7186  -20.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7198  -19.6688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0052  -19.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4252  -20.9046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4285  -19.2619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1352  -19.6722    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4305  -18.4447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8439  -19.2654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.5506  -19.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2594  -19.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5486  -20.4929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9625  -19.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6707  -19.2755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6731  -18.4574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9614  -18.0472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2561  -18.4558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9583  -20.4988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9605  -17.2300    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.1724  -19.2619    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
 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
 22 25  1  0
  1 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4568499

   ---

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: 393.18

Molecular Weight (Monoisotopic): 391.9967

AlogP: 2.88

#Rotatable Bonds: 2

Polar Surface Area: 108.64

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.53

CX Basic pKa: ┄

CX LogP: 3.38

CX LogD: 3.14

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.46

Np Likeness Score: -0.92

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