8-amino-2-cyclohexyl-5-p-tolyl-3,4-dihydro-2,7-naphthyridin-1(2H)-one

ID: ALA5189032

PubChem CID: 168283168

Max Phase: Preclinical

Molecular Formula: C21H25N3O

Molecular Weight: 335.45

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2cnc(N)c3c2CCN(C2CCCCC2)C3=O)cc1

Standard InChI:  InChI=1S/C21H25N3O/c1-14-7-9-15(10-8-14)18-13-23-20(22)19-17(18)11-12-24(21(19)25)16-5-3-2-4-6-16/h7-10,13,16H,2-6,11-12H2,1H3,(H2,22,23)

Standard InChI Key:  BUAQDQOVNQEOAY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   -0.7098   -0.8201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7098   -1.6451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0034   -2.0515    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7106   -1.6414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7106   -0.8197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0017   -0.4095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0017    0.4120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7093    0.8231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4210    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4210   -0.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1329   -0.8199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1327    0.8234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1327    1.6451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8443    2.0560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5560    1.6451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5560    0.8234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8443    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4223   -0.4088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4223    0.4130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1324    0.8220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8443    0.4110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8443   -0.4066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1370   -0.8214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5560    0.8218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4215   -2.0560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  1  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  1 10  1  0
 10 11  2  0
 12  9  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 12 17  1  0
  5 18  1  0
 19 18  2  0
 20 19  1  0
 21 20  2  0
 22 21  1  0
 23 22  2  0
 18 23  1  0
 21 24  1  0
  2 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5189032

   ---

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: 335.45

Molecular Weight (Monoisotopic): 335.1998

AlogP: 3.97

#Rotatable Bonds: 2

Polar Surface Area: 59.22

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.95

CX LogP: 4.47

CX LogD: 4.47

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.90

Np Likeness Score: -0.13

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