4-(1-(7-(2-Morpholinoethyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidin-4-yl)morpholine

ID: ALA4476221

PubChem CID: 155538400

Max Phase: Preclinical

Molecular Formula: C21H32N6O2

Molecular Weight: 400.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  c1nc(N2CCC(N3CCOCC3)CC2)c2ccn(CCN3CCOCC3)c2n1

Standard InChI:  InChI=1S/C21H32N6O2/c1-4-26(5-2-18(1)25-11-15-29-16-12-25)20-19-3-6-27(21(19)23-17-22-20)8-7-24-9-13-28-14-10-24/h3,6,17-18H,1-2,4-5,7-16H2

Standard InChI Key:  HTSCOQMUKUKSTP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    9.5669   -2.6373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2722   -3.0418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9775   -2.6373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9775   -1.8201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2722   -1.4074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2725   -3.8594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5629   -4.2668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5610   -5.0804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2669   -5.4928    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9764   -5.0855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9800   -4.2657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2666   -6.3075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5557   -6.7128    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5522   -7.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2589   -7.9413    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9705   -6.7160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9738   -7.5351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7539   -7.7851    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2328   -7.1204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7486   -6.4597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0096   -8.5613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8096   -8.7280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0652   -9.5042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5191  -10.1085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7718  -10.8819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5713  -11.0528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1177  -10.4439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8647   -9.6642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
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  4  5  1  0
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  9 10  1  0
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  3  7  1  0
 13 14  2  0
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 10 13  1  0
 17 18  2  0
 18 19  1  0
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 20 21  2  0
 21 17  1  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 29  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476221

   ---

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: 400.53

Molecular Weight (Monoisotopic): 400.2587

AlogP: 1.06

#Rotatable Bonds: 5

Polar Surface Area: 58.89

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.70

CX LogP: 1.05

CX LogD: 0.49

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.74

Np Likeness Score: -1.43

References

1. Frank A, Meza-Arriagada F, Salas CO, Espinosa-Bustos C, Stark H..  (2019)  Nature-inspired pyrrolo[2,3-d]pyrimidines targeting the histamine H₃ receptor.,  27  (14): [PMID:31176569] [10.1016/j.bmc.2019.05.042]

Source

Source(1):

• Scientific Literature