7-((4-amino-6-((3,5-dichloro-4-methylphenyl)amino)-1,3,5-triazin-2-yl)methoxy)-4-methyl-2H-chromen-2-one

ID: ALA5286544

Max Phase: Preclinical

Molecular Formula: C21H17Cl2N5O3

Molecular Weight: 458.31

Names and Identifiers

Canonical SMILES:  Cc1c(Cl)cc(Nc2nc(N)nc(COc3ccc4c(C)cc(=O)oc4c3)n2)cc1Cl

Standard InChI:  InChI=1S/C21H17Cl2N5O3/c1-10-5-19(29)31-17-8-13(3-4-14(10)17)30-9-18-26-20(24)28-21(27-18)25-12-6-15(22)11(2)16(23)7-12/h3-8H,9H2,1-2H3,(H3,24,25,26,27,28)

Standard InChI Key:  HFNMDSJCGMCRQT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -3.2131    0.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9273    0.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.2121    2.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4998    1.6529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7848    2.0657    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.2121    2.8880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6423    2.0622    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.2131   -0.4123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4981   -0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4981   -1.6541    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7814   -2.0624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7814   -2.8880    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0709   -1.6504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0709   -0.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3559   -0.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3590   -0.8247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0740   -0.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7922   -0.8265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5043   -0.4098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2166   -0.8192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9273   -0.4071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6423   -0.8199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9273    0.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2134    0.8238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2134    1.6494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5043    0.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7875    0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0740    0.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7831   -0.4126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  2  0
  4  3  1  0
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  1  6  2  0
  6  7  1  0
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  4  9  1  0
 10  2  1  0
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 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
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 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
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 23 25  1  0
 25 26  2  0
 26 27  1  0
 28 26  1  0
 21 28  1  0
 28 29  2  0
 29 30  1  0
 30 19  2  0
 16 31  1  0
 31 11  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5286544

   ---

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: 458.31

Molecular Weight (Monoisotopic): 457.0708

AlogP: 4.81

#Rotatable Bonds: 5

Polar Surface Area: 116.16

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.28

CX Basic pKa: 4.09

CX LogP: 5.22

CX LogD: 5.22

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.41

Np Likeness Score: -1.23

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