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

ID: ALA4169029

PubChem CID: 145952804

Max Phase: Preclinical

Molecular Formula: C22H18ClN3O4

Molecular Weight: 423.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1c2cccnc2C(=O)c2c1c(C(=O)OCCN1CCCC1)c1c(Cl)cccn21

Standard InChI:  InChI=1S/C22H18ClN3O4/c23-14-6-4-10-26-18(14)16(22(29)30-12-11-25-8-1-2-9-25)15-19(26)21(28)17-13(20(15)27)5-3-7-24-17/h3-7,10H,1-2,8-9,11-12H2

Standard InChI Key:  UQZGCSOXVCNGCV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.6386  -16.8918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6319  -15.2414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3488  -15.6533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.7545  -13.9669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5717  -13.9601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9744  -13.2491    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9166  -15.4859    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.7856  -13.1563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9489  -12.3556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2378  -11.9528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6351  -12.5047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 30 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4169029

   ---

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: 423.86

Molecular Weight (Monoisotopic): 423.0986

AlogP: 3.02

#Rotatable Bonds: 4

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: 6.88

CX LogP: 2.68

CX LogD: 2.56

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.47

Np Likeness Score: -0.86

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