3-Morpholinopropyl-7-chloro-5,12-dioxo-5,12-dihydroindolizino[2,3-g]quinoline-6-carboxylate

ID: ALA4170273

PubChem CID: 145954207

Max Phase: Preclinical

Molecular Formula: C23H20ClN3O5

Molecular Weight: 453.88

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1c2cccnc2C(=O)c2c1c(C(=O)OCCCN1CCOCC1)c1c(Cl)cccn21

Standard InChI:  InChI=1S/C23H20ClN3O5/c24-15-5-2-8-27-19(15)17(23(30)32-11-3-7-26-9-12-31-13-10-26)16-20(27)22(29)18-14(21(16)28)4-1-6-25-18/h1-2,4-6,8H,3,7,9-13H2

Standard InChI Key:  SKFMSMSWTLYMJL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   15.4387  -26.1530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.2101  -24.4800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0065  -25.9856    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.8444  -24.4665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6615  -24.4598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0643  -23.7487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8814  -23.7420    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2929  -24.4464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1065  -24.4416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5131  -23.7324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0999  -23.0262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2801  -23.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  7 18  2  0
  8 19  2  0
 11 20  1  0
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 20 22  2  0
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 21 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 32  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4170273

   ---

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: 453.88

Molecular Weight (Monoisotopic): 453.1091

AlogP: 2.64

#Rotatable Bonds: 5

Polar Surface Area: 90.21

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.69

CX LogP: 2.11

CX LogD: 2.10

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.34

Np Likeness Score: -0.98

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