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

ID: ALA558822

PubChem CID: 45264290

Max Phase: Preclinical

Molecular Formula: C21H19ClFN3O4

Molecular Weight: 395.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(c2cc3c(cc2F)c(=O)c(C(=O)O)c2oc4ccccc4n23)CC1.Cl

Standard InChI:  InChI=1S/C21H18FN3O4.ClH/c1-23-6-8-24(9-7-23)16-11-15-12(10-13(16)22)19(26)18(21(27)28)20-25(15)14-4-2-3-5-17(14)29-20;/h2-5,10-11H,6-9H2,1H3,(H,27,28);1H

Standard InChI Key:  KTVZWVBUMXSQMF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
    8.2333    2.4472    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.0750   -1.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2542    0.0597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2747   -2.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0358    0.9436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3258    0.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4930   -1.1228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4367   -2.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2031    2.4367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7114    0.3822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9794    3.3444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5203    1.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8018    4.8346    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4297   -3.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4400   -0.9078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3530    2.7353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4155    7.8093    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5945   -1.5990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9932    5.7451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5833    5.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5250   -4.0135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8002    7.2326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7763    6.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3206    3.4451    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.5423   -4.2268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4758    1.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9569   -0.9436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2612    8.9994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9928    1.6722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7333    0.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  2  4  2  0
  3  5  1  0
  5  6  1  0
  4  7  1  0
  6  7  1  0
  2  8  1  0
  5  9  2  0
  3 10  1  0
  9 11  1  0
  6 12  2  0
 11 13  1  0
  4 14  1  0
  8 15  1  0
 10 15  2  0
 11 16  2  0
 12 16  1  0
  7 18  2  0
 13 19  1  0
 13 20  1  0
 14 21  2  0
 17 22  1  0
 19 22  1  0
 17 23  1  0
 20 23  1  0
 16 24  1  0
 14 25  1  0
 10 26  1  0
 15 27  1  0
 17 28  1  0
 26 29  2  0
 27 30  2  0
 29 30  1  0
M  END

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: 395.39

Molecular Weight (Monoisotopic): 395.1281

AlogP: 2.79

#Rotatable Bonds: 2

Polar Surface Area: 78.40

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.55

CX Basic pKa: 6.42

CX LogP: 2.13

CX LogD: 1.35

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.56

Np Likeness Score: -0.66

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