1-(3-(6-(dimethylamino)pyrazin-2-yloxy)pyrrolidin-1-yl)-2-(1H-indol-3-yl)ethanone

ID: ALA4524826

Cas Number: 2034499-59-5

PubChem CID: 91627075

Max Phase: Preclinical

Molecular Formula: C20H23N5O2

Molecular Weight: 365.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)c1cncc(OC2CCN(C(=O)Cc3c[nH]c4ccccc34)C2)n1

Standard InChI:  InChI=1S/C20H23N5O2/c1-24(2)18-11-21-12-19(23-18)27-15-7-8-25(13-15)20(26)9-14-10-22-17-6-4-3-5-16(14)17/h3-6,10-12,15,22H,7-9,13H2,1-2H3

Standard InChI Key:  OPVPAIYYGSCMDF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.6968  -14.2637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5139  -14.2637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7683  -13.4870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1053  -13.0049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4466  -13.4870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1041  -12.1877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8112  -11.7780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3958  -11.7802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3945  -10.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0550  -10.4801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8013   -9.7033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7329  -10.4821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9867   -9.7088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4444   -9.1043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6482   -9.2719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3971  -10.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9411  -10.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9935  -14.9254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8063  -14.8409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2818  -15.5025    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0939  -15.4185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4279  -14.6717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9437  -14.0082    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1333  -14.0955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5731  -16.0804    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2395  -16.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3860  -15.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 13  1  0
 12  9  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  2 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 21 25  1  0
 25 26  1  0
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4524826

   1-(3-((6-(dimethylamino)pyrazin-2-yl)oxy)pyrrolidin-1-yl)-2-(1H-indol-3-yl)ethanone

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 365.44

Molecular Weight (Monoisotopic): 365.1852

AlogP: 2.25

#Rotatable Bonds: 5

Polar Surface Area: 74.35

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.12

CX LogP: 1.80

CX LogD: 1.80

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.75

Np Likeness Score: -1.26

References

1. Cao W, Wang Z, Han X, Liu J, Wang W..  (2019)  In vitro cytotoxicity screening to identify novel anti-osteosarcoma therapeutics targeting pyruvate dehydrogenase kinase 2.,  29  (20): [PMID:31495556] [10.1016/j.bmcl.2019.126665]

Source

Source(1):

• Scientific Literature