N-(4-(piperazin-1-yl)phenyl)-4-(2-(pyridin-3-yl)-6,7-dihydro-4H-pyrazolo[5,1-c][1,4]oxazin-3-yl)pyrimidin-2-amine

ID: ALA4744674

PubChem CID: 162648151

Max Phase: Preclinical

Molecular Formula: C25H26N8O

Molecular Weight: 454.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  c1cncc(-c2nn3c(c2-c2ccnc(Nc4ccc(N5CCNCC5)cc4)n2)COCC3)c1

Standard InChI:  InChI=1S/C25H26N8O/c1-2-18(16-27-8-1)24-23(22-17-34-15-14-33(22)31-24)21-7-9-28-25(30-21)29-19-3-5-20(6-4-19)32-12-10-26-11-13-32/h1-9,16,26H,10-15,17H2,(H,28,29,30)

Standard InChI Key:  RYEQWBMBRPHADN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   35.0402   -8.7704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.0402   -9.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7455   -9.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7455   -8.3576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4507   -8.7704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4552   -9.5840    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.2304   -9.8312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.7051   -9.1703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2232   -8.5148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4701   -7.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2698   -7.5650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5182   -6.7873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9678   -6.1821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.1658   -6.3598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9212   -7.1374    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.5204   -9.1630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   39.7488   -9.8659    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   39.7374   -8.4476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9223   -8.4553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6135   -5.7575    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.8590   -4.9781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6575   -4.8023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9031   -4.0237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3506   -3.4204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5493   -3.6010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3074   -4.3794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5959   -2.6406    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.3948   -2.4642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6401   -1.6884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0899   -1.0837    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.2910   -1.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0423   -2.0413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2  3  1  0
  3  6  1  0
  5  4  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
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  9 10  1  0
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 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  8 16  1  0
 14 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 29 30  1  0
 29 34  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4744674

   ---

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: 454.54

Molecular Weight (Monoisotopic): 454.2230

AlogP: 3.09

#Rotatable Bonds: 5

Polar Surface Area: 93.02

Molecular Species: BASE

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.91

CX LogP: 2.64

CX LogD: 1.12

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.48

Np Likeness Score: -1.44

References

1. Yamamoto H,Sakai N,Ohte S,Sato T,Sekimata K,Matsumoto T,Nakamura K,Watanabe H,Mishima-Tsumagari C,Tanaka A,Hashizume Y,Honma T,Katagiri T,Miyazono K,Tomoda H,Shirouzu M,Koyama H.  (2021)  Novel bicyclic pyrazoles as potent ALK2 (R206H) inhibitors for the treatment of fibrodysplasia ossificans progressiva.,  38  [PMID:33609658] [10.1016/j.bmcl.2021.127858]

Source

Source(1):

• Scientific Literature