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

ID: ALA5287631

Max Phase: Preclinical

Molecular Formula: C24H28N6O4S

Molecular Weight: 496.59

Names and Identifiers

Canonical SMILES:  Cc1cc(OCc2nc(N)nc(NCCc3cccc(S(C)(=O)=O)c3)n2)cc(N2CCCC2=O)c1

Standard InChI:  InChI=1S/C24H28N6O4S/c1-16-11-18(30-10-4-7-22(30)31)14-19(12-16)34-15-21-27-23(25)29-24(28-21)26-9-8-17-5-3-6-20(13-17)35(2,32)33/h3,5-6,11-14H,4,7-10,15H2,1-2H3,(H3,25,26,27,28,29)

Standard InChI Key:  MPONUTLXVZZRLP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    5.6453    0.2048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9452   -0.1993    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1201   -0.9839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9275   -1.0744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1446   -0.2014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5432    2.2219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5513    0.2020    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.1463    0.9033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9547    0.9033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  3  4  1  0
  4  5  1  0
  1  5  1  0
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 19 17  2  0
 20 19  1  0
 21 20  2  0
 15 21  1  0
 22 20  1  0
 23 22  1  0
 24 23  1  0
 25 24  1  0
 26 25  2  0
 27 26  1  0
 28 27  2  0
 29 28  1  0
 30 29  2  0
 25 30  1  0
  9 31  1  0
 29 32  1  0
 32 33  1  0
 32 34  2  0
 32 35  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5287631

   ---

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: 496.59

Molecular Weight (Monoisotopic): 496.1893

AlogP: 2.53

#Rotatable Bonds: 9

Polar Surface Area: 140.40

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.17

CX LogP: 2.54

CX LogD: 2.53

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.46

Np Likeness Score: -1.77

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