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

ID: ALA5286962

Max Phase: Preclinical

Molecular Formula: C22H23ClN6O2

Molecular Weight: 438.92

Names and Identifiers

Canonical SMILES:  Cc1ccc(Nc2nc(N)nc(COc3cc(N4CCCC4=O)ccc3C)n2)cc1Cl

Standard InChI:  InChI=1S/C22H23ClN6O2/c1-13-5-7-15(10-17(13)23)25-22-27-19(26-21(24)28-22)12-31-18-11-16(8-6-14(18)2)29-9-3-4-20(29)30/h5-8,10-11H,3-4,9,12H2,1-2H3,(H3,24,25,26,27,28)

Standard InChI Key:  PSBKBLQIEVEYEG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -3.8801    0.6175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.1682   -0.6195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8783   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5947   -0.6232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3093   -1.0358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4536    0.6182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7389    0.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0241    0.6180    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3120    0.2060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3120   -0.6193    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0223   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7389   -0.6230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0223   -1.8564    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4025    0.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1172    0.2060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8318    0.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8320    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5449    1.8545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2597    1.4418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2613    0.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5495    0.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9759    0.2081    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6906    0.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3093    0.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9786   -0.6851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1545   -0.5927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5710   -1.1763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3093    0.6178    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.1174    1.8564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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  4  3  2  0
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 10  9  2  0
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 13 12  1  0
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  9 14  1  0
 13 15  1  0
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 19 18  2  0
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 22 21  1  0
 23 22  2  0
 18 23  1  0
 24 22  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 28 27  1  0
 24 28  1  0
 28 29  2  0
  1 30  1  0
 19 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5286962

   ---

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: 438.92

Molecular Weight (Monoisotopic): 438.1571

AlogP: 4.17

#Rotatable Bonds: 6

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: 12.66

CX Basic pKa: 4.10

CX LogP: 4.49

CX LogD: 4.49

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.59

Np Likeness Score: -1.98

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