2-Morpholinoethyl-5,12-dioxo-5,12-dihydroindolizino[3,2-g]quinoline-11-carboxylate

ID: ALA4174633

PubChem CID: 145949982

Max Phase: Preclinical

Molecular Formula: C22H19N3O5

Molecular Weight: 405.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1c2ncccc2C(=O)c2c1c(C(=O)OCCN1CCOCC1)c1ccccn21

Standard InChI:  InChI=1S/C22H19N3O5/c26-20-14-4-3-6-23-18(14)21(27)17-16(15-5-1-2-7-25(15)19(17)20)22(28)30-13-10-24-8-11-29-12-9-24/h1-7H,8-13H2

Standard InChI Key:  ZKVVHKJQSXAISG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    1.5392  -32.0974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.3672  -31.0201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1843  -31.0132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5989  -31.7175    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1928  -32.4229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6038  -33.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4214  -33.1224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8262  -32.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4134  -31.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4174633

   ---

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: 405.41

Molecular Weight (Monoisotopic): 405.1325

AlogP: 1.60

#Rotatable Bonds: 4

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: 4.59

CX LogP: 1.45

CX LogD: 1.45

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.48

Np Likeness Score: -0.88

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