5-(6-((4-(methylsulfonyl)piperazin-1-yl)methyl)-4-morpholinopyrrolo[1,2-f][1,2,4]triazin-2-yl)-4-(trifluoromethyl)pyridin-2-amine

ID: ALA4761702

PubChem CID: 72549554

Max Phase: Preclinical

Molecular Formula: C22H27F3N8O3S

Molecular Weight: 540.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)N1CCN(Cc2cc3c(N4CCOCC4)nc(-c4cnc(N)cc4C(F)(F)F)nn3c2)CC1

Standard InChI:  InChI=1S/C22H27F3N8O3S/c1-37(34,35)32-4-2-30(3-5-32)13-15-10-18-21(31-6-8-36-9-7-31)28-20(29-33(18)14-15)16-12-27-19(26)11-17(16)22(23,24)25/h10-12,14H,2-9,13H2,1H3,(H2,26,27)

Standard InChI Key:  UFAGCJATMFYIDR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   26.2607  -20.0522    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.5521  -19.6434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   32.0976  -18.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8039  -19.2720    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.5132  -18.8644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5118  -18.0430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8049  -17.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2192  -19.2764    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.9026  -17.2247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4940  -17.9324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   26.6720  -19.3460    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.4902  -19.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   26.6667  -20.7614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5110  -16.4105    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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  8 22  1  0
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 14 29  1  0
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 31 32  1  0
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  1 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4761702

   5-(6-((4-(Methylsulfonyl)piperazin-1-yl)methyl)-4-morpholinopyrrolo [2,1-f][1,2,4]triazin-2-yl)-4-(trifluoromethyl)pyridin-2-amine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 540.57

Molecular Weight (Monoisotopic): 540.1879

AlogP: 1.31

#Rotatable Bonds: 5

Polar Surface Area: 122.19

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 5.71

CX LogP: 2.01

CX LogD: 2.00

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.51

Np Likeness Score: -1.60

References

1. Xiang HY,Wang X,Chen YH,Zhang X,Tan C,Wang Y,Su Y,Gao ZW,Chen XY,Xiong B,Gao ZB,Chen Y,Ding J,Meng LH,Yang CH.  (2021)  Identification of methyl (5-(6-((4-(methylsulfonyl)piperazin-1-yl)methyl)-4-morpholinopyrrolo[2,1-f][1,2,4]triazin-2-yl)-4-(trifluoromethyl)pyridin-2-yl)carbamate (CYH33) as an orally bioavailable, highly potent, PI3K alpha inhibitor for the treatment of advanced solid tumors.,  209  [PMID:33109399] [10.1016/j.ejmech.2020.112913]

Source

Source(1):

• Scientific Literature