5-(4-((3-bromopyridin-2-yl)oxy)-2-methylphenyl)-6-methylimidazo[1,2-a]pyrazine

ID: ALA4522770

PubChem CID: 146025717

Max Phase: Preclinical

Molecular Formula: C19H15BrN4O

Molecular Weight: 395.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(Oc2ncccc2Br)ccc1-c1c(C)ncc2nccn12

Standard InChI:  InChI=1S/C19H15BrN4O/c1-12-10-14(25-19-16(20)4-3-7-22-19)5-6-15(12)18-13(2)23-11-17-21-8-9-24(17)18/h3-11H,1-2H3

Standard InChI Key:  VBEPKACDKHSZBX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   37.0086  -25.4553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7182  -25.0459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7154  -24.2232    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.0068  -23.8179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3005  -25.0463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3018  -24.2298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0030  -23.0008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.7089  -22.5889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4163  -22.9990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1216  -22.5879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1183  -21.7698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4037  -21.3647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7013  -21.7782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3971  -20.5475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8235  -21.3570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5309  -21.7629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2357  -21.3508    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.2313  -20.5327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8143  -20.5430    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.5153  -20.1343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3432  -19.3413    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.5358  -19.2599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2090  -20.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5342  -22.5801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5933  -23.8225    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  2  0
  4  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
 12 14  1  0
 11 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 20  1  0
 19 15  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 19  1  0
 16 24  1  0
  6 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4522770

   ---

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: 395.26

Molecular Weight (Monoisotopic): 394.0429

AlogP: 4.96

#Rotatable Bonds: 3

Polar Surface Area: 52.31

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.62

CX LogP: 3.40

CX LogD: 3.40

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.49

Np Likeness Score: -1.18

References

1. Martini ML, Liu J, Ray C, Yu X, Huang XP, Urs A, Urs N, McCorvy JD, Caron MG, Roth BL, Jin J..  (2019)  Defining Structure-Functional Selectivity Relationships (SFSR) for a Class of Non-Catechol Dopamine D₁ Receptor Agonists.,  62  (7): [PMID:30875219] [10.1021/acs.jmedchem.9b00351]

Source

Source(1):

• Scientific Literature