1-(3-((4-amino-6-((2,4-dimethylphenethyl)amino)-1,3,5-triazin-2-yl)methoxy)-5-methylphenyl)pyrrolidin-2-one

ID: ALA5285725

Max Phase: Preclinical

Molecular Formula: C25H30N6O2

Molecular Weight: 446.56

Names and Identifiers

Canonical SMILES:  Cc1cc(OCc2nc(N)nc(NCCc3ccc(C)cc3C)n2)cc(N2CCCC2=O)c1

Standard InChI:  InChI=1S/C25H30N6O2/c1-16-6-7-19(18(3)11-16)8-9-27-25-29-22(28-24(26)30-25)15-33-21-13-17(2)12-20(14-21)31-10-4-5-23(31)32/h6-7,11-14H,4-5,8-10,15H2,1-3H3,(H3,26,27,28,29,30)

Standard InChI Key:  RRIMUXBDHPQTDG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 36  0  0  0  0  0  0  0  0999 V2000
   -5.3126   -1.0355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5958   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8852   -1.0317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8852   -0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5976    0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3126   -0.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1702    0.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4551   -0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7400    0.2067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0250   -0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3097    0.2065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4028   -0.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1179    0.2071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8329   -0.2057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5480    0.2071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5482    1.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2615    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2615    2.2695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9768    1.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9784    0.2092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2662   -0.2074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6935   -0.2036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4085    0.2092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0277   -0.3624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6967   -1.0974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8721   -1.0050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2882   -1.5888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4028   -1.0316    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3079   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0250   -1.0353    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3079   -2.2695    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5976    1.0317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0277   -1.4483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 11 10  2  0
 12 11  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 16 15  2  0
 17 16  1  0
 17 18  1  0
 19 17  2  0
 20 19  1  0
 21 20  2  0
 15 21  1  0
 22 20  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 26 25  1  0
 22 26  1  0
 26 27  2  0
 28 12  2  0
 29 28  1  0
 30 29  2  0
 10 30  1  0
 29 31  1  0
  5 32  1  0
  1 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5285725

   ---

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: 446.56

Molecular Weight (Monoisotopic): 446.2430

AlogP: 3.74

#Rotatable Bonds: 8

Polar Surface Area: 106.26

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.18

CX LogP: 4.68

CX LogD: 4.68

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.54

Np Likeness Score: -1.59

References

1. Lückmann M, Shenol A, Nissen TAD, Petersen JE, Kouvchinov D, Schwartz TW, Frimurer TM..  (2022)  Optimization of First-in-Class Dual-Acting FFAR1/FFAR4 Allosteric Modulators with Novel Mode of Action.,  13  (12.0): [PMID:36518697] [10.1021/acsmedchemlett.2c00160]

Source

Source(1):

• Scientific Literature