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

ID: ALA4483602

PubChem CID: 145999289

Max Phase: Preclinical

Molecular Formula: C17H11ClN2O5

Molecular Weight: 358.74

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NNC(=O)c1cc2ccccc2oc1=O)c1cc(Cl)ccc1O

Standard InChI:  InChI=1S/C17H11ClN2O5/c18-10-5-6-13(21)11(8-10)15(22)19-20-16(23)12-7-9-3-1-2-4-14(9)25-17(12)24/h1-8,21H,(H,19,22)(H,20,23)

Standard InChI Key:  ISAPKBFYKZEBQT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   15.4509   -9.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4498   -9.9531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1578  -10.3620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1560   -8.7247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8647   -9.1299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8635   -9.9551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5736  -10.3664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2894   -9.9572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2906   -9.1320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5759   -8.7161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9960  -10.3677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9993   -8.7251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7060   -9.1354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0013   -7.9079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4147   -8.7286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1214   -9.1389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8301   -8.7320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1194   -9.9561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5332   -9.1448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2414   -8.7387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2439   -7.9206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5322   -7.5104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8269   -7.9190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5291   -9.9620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5313   -6.6932    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
M  END

Alternative Forms

1. Parent:

   

   ALA4483602

   ---

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: 358.74

Molecular Weight (Monoisotopic): 358.0356

AlogP: 2.23

#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: 2.78

CX LogD: 2.54

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.48

Np Likeness Score: -0.96

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