2-(4-Acetyl-piperazin-1-yl)-3-fluoro-5-oxo-5H-7-oxa-11b-aza-benzo[c]fluorene-6-carboxylic acid

ID: ALA58051

PubChem CID: 11796525

Max Phase: Preclinical

Molecular Formula: C22H18FN3O5

Molecular Weight: 423.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N1CCN(c2cc3c(cc2F)c(=O)c(C(=O)O)c2oc4ccccc4n23)CC1

Standard InChI:  InChI=1S/C22H18FN3O5/c1-12(27)24-6-8-25(9-7-24)17-11-16-13(10-14(17)23)20(28)19(22(29)30)21-26(16)15-4-2-3-5-18(15)31-21/h2-5,10-11H,6-9H2,1H3,(H,29,30)

Standard InChI Key:  OQMSYDAMLLAQKT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    2.8000   -2.4292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    4.1292   -2.5750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3625   -2.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9750   -3.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2292    0.0458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0625   -0.7792    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.9417   -1.1917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4917   -3.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1292   -4.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2208   -4.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8250   -4.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6500   -4.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  3  1  2  0
  4  2  1  0
  5  6  1  0
  6  3  1  0
  7  1  1  0
  8  4  2  0
  9  2  1  0
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 11  5  2  0
 12 10  1  0
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 14 21  1  0
 15  7  1  0
 16 11  1  0
 17 14  1  0
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 20 12  1  0
 21 20  1  0
 22 19  1  0
 23 13  2  0
 24 17  2  0
 25 16  1  0
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 27  9  1  0
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 30 27  2  0
 31 28  2  0
 15  9  2  0
  4  5  1  0
 30 31  1  0
 10 16  2  0
 22 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA58051

   2-(4-Acetylpiperazin-1-yl)-3-fluoro-5-oxo-[1,3]benzoxazolo[3,2-a]quinoline-6-carboxylic acid

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: 423.40

Molecular Weight (Monoisotopic): 423.1230

AlogP: 2.70

#Rotatable Bonds: 2

Polar Surface Area: 95.47

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.94

CX Basic pKa: ┄

CX LogP: 2.37

CX LogD: 0.90

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.53

Np Likeness Score: -0.74

References

1. Kim DH, Chung SJ, Yeon SW.  (1995)  3-Fluoro-2-(4-methylpiperazin-1-yl)-5,12-dihydro-5-oxobenzoxazolo[3,2-a]quinoline-6-carboxylic acid: Synthesis and In vitro cytotoxic activity,  5  (17): [10.1016/0960-894X(95)00338-T]

Source

Source(1):

• Scientific Literature