3-[[(E)-4-(dimethylamino)but-2-enoyl]amino]-N-[3-[[6-(1H-pyrrolo[2,3-b]pyridin-5-yl)pyrimidin-4-yl]amino]phenyl]benzamide

ID: ALA4533123

PubChem CID: 134456954

Max Phase: Preclinical

Molecular Formula: C30H28N8O2

Molecular Weight: 532.61

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)C/C=C/C(=O)Nc1cccc(C(=O)Nc2cccc(Nc3cc(-c4cnc5[nH]ccc5c4)ncn3)c2)c1

Standard InChI:  InChI=1S/C30H28N8O2/c1-38(2)13-5-10-28(39)36-23-7-3-6-21(15-23)30(40)37-25-9-4-8-24(16-25)35-27-17-26(33-19-34-27)22-14-20-11-12-31-29(20)32-18-22/h3-12,14-19H,13H2,1-2H3,(H,31,32)(H,36,39)(H,37,40)(H,33,34,35)/b10-5+

Standard InChI Key:  WMNZWNFVXMVDBY-BJMVGYQFSA-N

Molfile:  

 
     RDKit          2D

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   16.4162  -11.2246    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7054  -10.8191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7054   -9.9946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4178   -9.5872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1223   -9.9940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9012   -9.7438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9973   -9.5869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.3238   -9.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3238   -8.7735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6157  -10.0006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9033   -9.5904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1951  -10.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1951  -10.8173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9057  -11.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6157  -10.8201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4870   -9.5918    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7789  -10.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0708   -9.5918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3586  -10.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6506   -9.5918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9425  -10.0036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2344   -9.5918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9425  -10.8231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7789  -10.8231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  3  2  1  0
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  5  4  2  0
  6  5  1  0
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  8  9  1  0
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 31 26  2  0
 28 32  1  0
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 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 37 39  1  0
 33 40  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4533123

   ---

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: 532.61

Molecular Weight (Monoisotopic): 532.2335

AlogP: 5.07

#Rotatable Bonds: 9

Polar Surface Area: 127.93

Molecular Species: BASE

HBA: 7

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 8.81

CX LogP: 4.27

CX LogD: 2.85

Aromatic Rings: 5

Heavy Atoms: 40

QED Weighted: 0.20

Np Likeness Score: -1.18

References

1. Manz TD, Sivakumaren SC, Yasgar A, Hall MD, Davis MI, Seo HS, Card JD, Ficarro SB, Shim H, Marto JA, Dhe-Paganon S, Sasaki AT, Boxer MB, Simeonov A, Cantley LC, Shen M, Zhang T, Ferguson FM, Gray NS..  (2020)  Structure-Activity Relationship Study of Covalent Pan-phosphatidylinositol 5-Phosphate 4-Kinase Inhibitors.,  11  (3): [PMID:32184968] [10.1021/acsmedchemlett.9b00402]

Source

Source(1):

• Scientific Literature