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

ID: ALA4172174

PubChem CID: 145952029

Max Phase: Preclinical

Molecular Formula: C24H22ClN3O4

Molecular Weight: 451.91

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H22ClN3O4/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:  SQYCBJPYLZNUDA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   15.0053  -20.3997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.7767  -18.7267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5731  -20.2323    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.4110  -18.7132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2282  -18.7064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6309  -17.9954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4481  -17.9886    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8595  -18.6930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6732  -18.6883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0797  -17.9790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6665  -17.2729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8467  -17.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 30 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4172174

   ---

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: 451.91

Molecular Weight (Monoisotopic): 451.1299

AlogP: 3.80

#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: 7.89

CX LogP: 3.18

CX LogD: 2.57

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.34

Np Likeness Score: -0.84

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