6-(6-methoxy-5-methylpyridin-3-yl)-4-{1-[(oxan-4-yl)methyl]-1H-pyrazol-4-yl}-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine

ID: ALA4475876

PubChem CID: 155537776

Max Phase: Preclinical

Molecular Formula: C23H28N6O2

Molecular Weight: 420.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ncc(N2CCc3ncnc(-c4cnn(CC5CCOCC5)c4)c3C2)cc1C

Standard InChI:  InChI=1S/C23H28N6O2/c1-16-9-19(11-24-23(16)30-2)28-6-3-21-20(14-28)22(26-15-25-21)18-10-27-29(13-18)12-17-4-7-31-8-5-17/h9-11,13,15,17H,3-8,12,14H2,1-2H3

Standard InChI Key:  KICDHGZVFFLZHW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   17.1569  -20.8054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.5658  -20.8035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2701  -21.2108    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9764  -20.8039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9740  -19.9854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2692  -19.5818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.4493  -18.7655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.0388  -19.5911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7474  -19.9939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3243  -18.3642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3208  -17.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   19.2646  -18.7635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9245  -18.2816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6701  -17.5050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8529  -17.5070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6024  -18.2848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1489  -16.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9618  -16.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2907  -17.6748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0998  -17.7599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5822  -17.0998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2494  -16.3524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4343  -16.2650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1 11  1  0
 14 17  1  0
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 15 19  1  0
 20 21  2  0
 21 22  1  0
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 23 24  2  0
 24 20  1  0
 10 20  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 26 31  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4475876

   ---

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: 420.52

Molecular Weight (Monoisotopic): 420.2274

AlogP: 3.04

#Rotatable Bonds: 5

Polar Surface Area: 78.19

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.70

CX LogP: 2.57

CX LogD: 2.57

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.63

Np Likeness Score: -1.37

References

1. Hamajima T, Takahashi F, Kato K, Sugano Y, Yamaki S, Suzuki D, Moritomo A, Kubo S, Nakamura K, Yamagami K, Yokoo K, Fukahori H..  (2019)  Optimization of 5,6,7,8-tetrahydropyrido[4,3-d]pyrimidines to generate a highly selective PI3Kδ inhibitor.,  27  (6): [PMID:30755348] [10.1016/j.bmc.2019.02.001]

Source

Source(1):

• Scientific Literature