6-(1-(Furo[3,2-c]pyridin-4-yl)-4-methylindolin-5-yl)-1,5-dimethylpyrimidine-2,4(1H,3H)-dione

ID: ALA4475239

PubChem CID: 155537335

Max Phase: Preclinical

Molecular Formula: C22H20N4O3

Molecular Weight: 388.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c(-c2c(C)c(=O)[nH]c(=O)n2C)ccc2c1CCN2c1nccc2occc12

Standard InChI:  InChI=1S/C22H20N4O3/c1-12-14-7-10-26(20-16-8-11-29-18(16)6-9-23-20)17(14)5-4-15(12)19-13(2)21(27)24-22(28)25(19)3/h4-6,8-9,11H,7,10H2,1-3H3,(H,24,27,28)

Standard InChI Key:  DMKPXRAODPTVHD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 33  0  0  0  0  0  0  0  0999 V2000
   27.3965   -3.5247    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.3965   -4.3418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1018   -4.7463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.8071   -4.3418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8071   -3.5247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1018   -3.1119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1018   -2.2947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5160   -3.1181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1018   -5.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6894   -4.7515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5142   -4.7515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5099   -5.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2162   -5.9782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2171   -4.3433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9240   -4.7492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9287   -5.5704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7112   -5.8198    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1902   -5.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7036   -4.4910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2152   -3.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9681   -6.5955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4806   -8.1467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0248   -7.5314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7656   -6.7587    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6796   -7.9808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4204   -7.2096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6069   -7.2178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3632   -7.9940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0262   -8.4655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  5  8  1  0
  3  9  1  0
  2 10  2  0
  4 11  1  0
 11 12  2  0
 12 13  1  0
 13 16  2  0
 15 14  2  0
 14 11  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 15  1  0
 14 20  1  0
 17 21  1  0
 21 26  2  0
 25 22  2  0
 22 23  1  0
 23 24  2  0
 24 21  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4475239

   ---

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: 388.43

Molecular Weight (Monoisotopic): 388.1535

AlogP: 3.19

#Rotatable Bonds: 2

Polar Surface Area: 84.13

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.98

CX Basic pKa: 4.18

CX LogP: 2.81

CX LogD: 2.81

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.57

Np Likeness Score: -0.43

References

1. Wang P, Felsing DE, Chen H, Raval SR, Allen JA, Zhou J..  (2019)  Synthesis and Pharmacological Evaluation of Noncatechol G Protein Biased and Unbiased Dopamine D1 Receptor Agonists.,  10  (5): [PMID:31098001] [10.1021/acsmedchemlett.9b00050]

Source

Source(1):

• Scientific Literature