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

ID: ALA5286632

Max Phase: Preclinical

Molecular Formula: C22H20ClF3N6O2

Molecular Weight: 492.89

Names and Identifiers

Canonical SMILES:  Cc1ccc(Nc2nc(N)nc(COc3cc(N4CCCC4=O)cc(C(F)(F)F)c3)n2)cc1Cl

Standard InChI:  InChI=1S/C22H20ClF3N6O2/c1-12-4-5-14(9-17(12)23)28-21-30-18(29-20(27)31-21)11-34-16-8-13(22(24,25)26)7-15(10-16)32-6-2-3-19(32)33/h4-5,7-10H,2-3,6,11H2,1H3,(H3,27,28,29,30,31)

Standard InChI Key:  IYTHMFHSOULRPV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -3.8801   -0.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1682   -0.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1682   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8783   -1.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4536   -0.2060    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7389   -0.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0241   -0.2061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3120   -0.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3120   -1.4436    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0223   -1.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7389   -1.4473    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4025   -0.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8320    0.6195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5449    1.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2597    0.6175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2613   -0.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5495   -0.6199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9759   -0.6161    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6906   -0.2035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3093   -0.7748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9786   -1.5093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1545   -1.4170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5710   -2.0005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3093   -0.2063    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.5449    1.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8303    2.2680    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.2595    2.2680    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.5449    2.6807    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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  3  8  1  0
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 19 18  2  0
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 22 21  1  0
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 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
 20 31  1  0
 31 32  1  0
 31 33  1  0
 31 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5286632

   ---

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: 492.89

Molecular Weight (Monoisotopic): 492.1288

AlogP: 4.88

#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: 4.86

CX LogD: 4.86

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.50

Np Likeness Score: -2.02

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