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

ID: ALA4175407

PubChem CID: 145951308

Max Phase: Preclinical

Molecular Formula: C24H22FN3O4

Molecular Weight: 435.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1c2cccnc2C(=O)c2c1c(C(=O)OCCCN1CCCCC1)c1c(F)cccn21

Standard InChI:  InChI=1S/C24H22FN3O4/c25-16-8-5-13-28-20(16)18(24(31)32-14-6-12-27-10-2-1-3-11-27)17-21(28)23(30)19-15(22(17)29)7-4-9-26-19/h4-5,7-9,13H,1-3,6,10-12,14H2

Standard InChI Key:  FZBWGXQKXALJCL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   12.5153  -29.3098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.6392  -28.0688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3561  -28.4808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.9239  -28.3134    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.7618  -26.7943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5790  -26.7876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9817  -26.0765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7989  -26.0698    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2104  -26.7741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0240  -26.7694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4305  -26.0601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0173  -25.3540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1975  -25.3571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  7 18  2  0
  8 19  2  0
 11 20  1  0
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 24 25  1  0
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 26 27  1  0
 27 28  1  0
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 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4175407

   ---

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: 435.46

Molecular Weight (Monoisotopic): 435.1594

AlogP: 3.28

#Rotatable Bonds: 5

Polar Surface Area: 80.98

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.88

CX LogP: 2.72

CX LogD: 2.12

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.35

Np Likeness Score: -0.91

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