(E)-1-(3-Phenylpyrrolo[1,2-a]pyrazin-8-yl)-3-(pyridin-3-yl)prop-2-en-1-one

ID: ALA4554661

PubChem CID: 155556186

Max Phase: Preclinical

Molecular Formula: C21H15N3O

Molecular Weight: 325.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1cccnc1)c1ccn2cc(-c3ccccc3)ncc12

Standard InChI:  InChI=1S/C21H15N3O/c25-21(9-8-16-5-4-11-22-13-16)18-10-12-24-15-19(23-14-20(18)24)17-6-2-1-3-7-17/h1-15H/b9-8+

Standard InChI Key:  ARTOYYSOPRDAPG-CMDGGOBGSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    1.6701  -10.2850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6690  -11.1046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3770  -11.5135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0867  -11.1041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0838  -10.2814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3752   -9.8762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7900   -9.8702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4966  -10.2783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4927   -8.6449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7825   -9.0544    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2018   -9.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1987   -9.8702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9748  -10.1257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4577   -9.4664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9799   -8.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2354   -8.0273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0493   -8.0233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7547   -7.3665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4614   -8.7290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2785   -8.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6893   -9.4326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5057   -9.4290    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9117   -8.7187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4952   -8.0107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6802   -8.0179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  2  0
  7 10  1  0
  8 12  1  0
 11  9  1  0
  9 10  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 11  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4554661

   ---

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: 325.37

Molecular Weight (Monoisotopic): 325.1215

AlogP: 4.29

#Rotatable Bonds: 4

Polar Surface Area: 47.26

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.85

CX LogP: 3.12

CX LogD: 3.12

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.42

Np Likeness Score: -0.88

References

1. Kim J, Park M, Choi J, Singh DK, Kwon HJ, Kim SH, Kim I..  (2019)  Design, synthesis, and biological evaluation of novel pyrrolo[1,2-a]pyrazine derivatives.,  29  (11): [PMID:30954427] [10.1016/j.bmcl.2019.03.044]

Source

Source(1):

• Scientific Literature