2-(4-Methylpiperazin-1-yl)ethyl-7-fluoro-5,12-dioxo-5,12-dihydroindolizino[2,3-g]quinoline-6-carboxylate

ID: ALA4174350

PubChem CID: 145951464

Max Phase: Preclinical

Molecular Formula: C23H21FN4O4

Molecular Weight: 436.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(CCOC(=O)c2c3c(n4cccc(F)c24)C(=O)c2ncccc2C3=O)CC1

Standard InChI:  InChI=1S/C23H21FN4O4/c1-26-8-10-27(11-9-26)12-13-32-23(31)17-16-20(28-7-3-5-15(24)19(17)28)22(30)18-14(21(16)29)4-2-6-25-18/h2-7H,8-13H2,1H3

Standard InChI Key:  PUMSAKLMDVMDNH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    1.7857  -10.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7845  -11.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4926  -11.4434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9152  -11.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9084   -9.7935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6253  -10.2054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6270  -11.0282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7373  -12.0327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9188  -12.2610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.6283   -9.2300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3967   -8.5324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0310   -8.5189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8482   -8.5122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2509   -7.8011    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0683   -7.7970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4710   -7.0900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0601   -6.3833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2419   -6.3881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8348   -7.0996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4655   -5.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1931  -10.0380    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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  5  4  2  0
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  7 10  1  0
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  9 10  2  0
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 13 14  1  0
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  7 18  2  0
  8 19  2  0
 11 20  1  0
 20 21  1  0
 20 22  2  0
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 23 24  1  0
 24 25  1  0
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 25 30  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 28 31  1  0
 17 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4174350

   ---

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: 436.44

Molecular Weight (Monoisotopic): 436.1547

AlogP: 1.65

#Rotatable Bonds: 4

Polar Surface Area: 84.22

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.65

CX LogP: 1.66

CX LogD: 1.21

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.45

Np Likeness Score: -0.97

References

1. Yu Q, Yang H, Zhu TW, Yu LM, Chen JW, Gu LQ, Huang ZS, An LK..  (2018)  Synthesis, cytotoxicity and structure-activity relationship of indolizinoquinolinedione derivatives as DNA topoisomerase IB catalytic inhibitors.,  152  [PMID:29705710] [10.1016/j.ejmech.2018.04.040]

Source

Source(1):

• Scientific Literature