(R)-8-amino-2-(4-hydroxy-4-methylcyclohexyl)-5-(4-((2-methylpyrrolidin-1-yl)methyl)phenyl)-3,4-dihydro-2,7-naphthyridin-1(2H)-one

ID: ALA5190065

PubChem CID: 168279063

Max Phase: Preclinical

Molecular Formula: C27H36N4O2

Molecular Weight: 448.61

Names and Identifiers

Canonical SMILES:  C[C@@H]1CCCN1Cc1ccc(-c2cnc(N)c3c2CCN(C2CCC(C)(O)CC2)C3=O)cc1

Standard InChI:  InChI=1S/C27H36N4O2/c1-18-4-3-14-30(18)17-19-5-7-20(8-6-19)23-16-29-25(28)24-22(23)11-15-31(26(24)32)21-9-12-27(2,33)13-10-21/h5-8,16,18,21,33H,3-4,9-15,17H2,1-2H3,(H2,28,29)/t18-,21?,27?/m1/s1

Standard InChI Key:  JUACWTBEXKUOOV-FGEFDJCDSA-N

Molfile:  

 
     RDKit          2D

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   -0.3130   -0.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3130   -0.8409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2593    1.2215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5919    1.7065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6719    2.4910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.7115    1.4515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5449   -0.8409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8303   -1.2535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7420   -2.4910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7420   -0.8409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4565   -1.2535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2988    1.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7115    1.2215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 28 27  2  0
 16 28  1  0
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 30 11  1  0
  7 30  1  0
 30 31  2  0
  2 32  1  0
  2 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5190065

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 448.61

Molecular Weight (Monoisotopic): 448.2838

AlogP: 4.01

#Rotatable Bonds: 4

Polar Surface Area: 82.69

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.82

CX LogP: 3.61

CX LogD: 1.22

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.74

Np Likeness Score: 0.12

References

1. Witten MR, Wu L, Lai CT, Kapilashrami K, Pusey M, Gallagher K, Chen Y, Yao W..  (2022)  Inhibition of ALK2 with bicyclic pyridyllactams.,  55  [PMID:34780900] [10.1016/j.bmcl.2021.128452]

Source

Source(1):

• Scientific Literature