2,7-diacetamino-9-fluorenone

ID: ALA3740772

PubChem CID: 285260

Max Phase: Preclinical

Molecular Formula: C17H14N2O3

Molecular Weight: 294.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1ccc2c(c1)C(=O)c1cc(NC(C)=O)ccc1-2

Standard InChI:  InChI=1S/C17H14N2O3/c1-9(20)18-11-3-5-13-14-6-4-12(19-10(2)21)8-16(14)17(22)15(13)7-11/h3-8H,1-2H3,(H,18,20)(H,19,21)

Standard InChI Key:  HTJDCIVXTYRBND-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    0.0000   -1.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2274    0.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2274   -0.6045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4915   -1.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7006   -0.6045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7006    0.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4915    1.5389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2274   -0.6045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2274    0.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4732    1.5389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7372    0.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7372   -0.6045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4732   -1.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.5190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0356   -1.3582    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0029   -1.3524    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0332   -2.8591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9928   -3.4571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0711   -3.4614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3014   -0.5998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3420   -1.1974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2991    0.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  9  1  0
  8  1  1  0
  1  3  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  8  9  2  0
  8 13  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  1 14  2  0
 12 15  1  0
  5 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 16 20  1  0
 20 21  2  0
 20 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3740772

   N-(7-acetamido-9-oxofluoren-2-yl)acetamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 294.31

Molecular Weight (Monoisotopic): 294.1004

AlogP: 2.81

#Rotatable Bonds: 2

Polar Surface Area: 75.27

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.69

CX Basic pKa: ┄

CX LogP: 1.58

CX LogD: 1.58

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.76

Np Likeness Score: -0.49

References

1. Lee S, Esteva-Font C, Phuan PW, Anderson MO, Verkman AS..  (2015)  Discovery, synthesis and structure-activity analysis of symmetrical 2,7-disubstituted fluorenones as urea transporter inhibitors.,  6  (7): [PMID:26191399] [10.1039/c5md00198f]

2. Titko T, Perekhoda L, Drapak I, Tsapko Y..  (2020)  Modern trends in diuretics development.,  208  [PMID:33007663] [10.1016/j.ejmech.2020.112855]

Source

Source(1):

• Scientific Literature