(E)-N-{3-[4-(2-oxo-2-(pyrrolidin-1-yl)ethyl)phenyl]allyl}-1H-pyrrolo[3,4-b]quinolin-3(2H)-one

ID: ALA2283034

PubChem CID: 76334462

Max Phase: Preclinical

Molecular Formula: C26H25N3O2

Molecular Weight: 411.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Cc1ccc(/C=C/CN2Cc3cc4ccccc4nc3C2=O)cc1)N1CCCC1

Standard InChI:  InChI=1S/C26H25N3O2/c30-24(28-13-3-4-14-28)16-20-11-9-19(10-12-20)6-5-15-29-18-22-17-21-7-1-2-8-23(21)27-25(22)26(29)31/h1-2,5-12,17H,3-4,13-16,18H2/b6-5+

Standard InChI Key:  KSTLYYKGFUEUHO-AATRIKPKSA-N

Molfile:  

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    8.8779  -21.0653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8852  -22.4807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5602  -23.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1703  -23.7750    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:

   

   ALA2283034

   2-[(E)-3-[4-(2-oxo-2-pyrrolidin-1-ylethyl)phenyl]prop-2-enyl]-1H-pyrrolo[3,4-b]quinolin-3-one

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: 411.51

Molecular Weight (Monoisotopic): 411.1947

AlogP: 4.07

#Rotatable Bonds: 5

Polar Surface Area: 53.51

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.73

CX Basic pKa: 1.23

CX LogP: 3.58

CX LogD: 3.58

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.64

Np Likeness Score: -0.52

References

1. Nagarapua L, Gaikwad HK, Manikonda SR, Bantu R, Manda KM, Kalivendi SV.  (2013)  Synthesis of novel building blocks of 1H-pyrrolo[3,4-b]quinolin-3(2H)-one and evaluation of their antitumor activity,  22  (1): [10.1007/s00044-012-0018-x]

Source

Source(1):

• Scientific Literature