2-[(2-nitrofluoren-9-ylidene)methyl]phenol

ID: ALA4868313

PubChem CID: 6514209

Max Phase: Preclinical

Molecular Formula: C20H13NO3

Molecular Weight: 315.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc2c(c1)/C(=C/c1ccccc1O)c1ccccc1-2

Standard InChI:  InChI=1S/C20H13NO3/c22-20-8-4-1-5-13(20)11-18-16-7-3-2-6-15(16)17-10-9-14(21(23)24)12-19(17)18/h1-12,22H/b18-11+

Standard InChI Key:  PEYKRJBXACUOOB-WOJGMQOQSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    7.8651   -8.9148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8639   -9.7343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5720  -10.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5702   -8.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2788   -8.9112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2836   -9.7298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0559   -8.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5410   -9.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0606   -9.9755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3943  -10.7207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2080  -10.8045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6870  -10.1372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3507   -9.3948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3038   -7.8751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7535   -7.2710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0043   -6.4952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4547   -5.8915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6554   -6.0658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4087   -6.8493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9600   -7.4497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8030   -6.3225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5046  -10.2169    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9809   -9.5528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8415  -10.9614    0.0000 O   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
  6  9  1  0
  8  7  1  0
  7  5  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  7 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 16 21  1  0
 22 23  2  0
 22 24  1  0
 12 22  1  0
M  CHG  2  22   1  24  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4868313

   Smba1, >=98% (hplc)

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: 315.33

Molecular Weight (Monoisotopic): 315.0895

AlogP: 4.87

#Rotatable Bonds: 2

Polar Surface Area: 63.37

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.25

CX Basic pKa: ┄

CX LogP: 5.06

CX LogD: 5.05

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.42

Np Likeness Score: -0.76

References

1. Liu G, Kim H, Wang P, Fricke DR, Chen H, Wang T, Shen Q, Zhou J..  (2021)  Further lead optimization on Bax activators: Design, synthesis and pharmacological evaluation of 2-fluoro-fluorene derivatives for the treatment of breast cancer.,  219  [PMID:33845235] [10.1016/j.ejmech.2021.113427]

Source

Source(1):

• Scientific Literature