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

ID: ALA4520888

PubChem CID: 134456952

Max Phase: Preclinical

Molecular Formula: C29H33N9O2

Molecular Weight: 539.64

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)C/C=C/C(=O)Nc1cccc(NC(=O)N2CCCC(Nc3cc(-c4cnc5[nH]ccc5c4)ncn3)C2)c1

Standard InChI:  InChI=1S/C29H33N9O2/c1-37(2)12-5-9-27(39)35-22-6-3-7-23(15-22)36-29(40)38-13-4-8-24(18-38)34-26-16-25(32-19-33-26)21-14-20-10-11-30-28(20)31-17-21/h3,5-7,9-11,14-17,19,24H,4,8,12-13,18H2,1-2H3,(H,30,31)(H,35,39)(H,36,40)(H,32,33,34)/b9-5+

Standard InChI Key:  AXINEEQKXKIFJF-WEVVVXLNSA-N

Molfile:  

 
     RDKit          2D

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   16.3878  -11.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3878  -10.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0961   -9.9239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6798   -9.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.4228   -9.1072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.7147  -11.1538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.2986  -10.3343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2986  -11.1538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5885  -11.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8779  -11.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.1699   -9.9297    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4618  -10.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7496   -9.9297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0415  -10.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3335   -9.9297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6254  -10.3373    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9173   -9.9297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6254  -11.1568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4618  -11.1568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 26 31  1  0
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 32 33  1  0
 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:

   

   ALA4520888

   ---

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: 539.64

Molecular Weight (Monoisotopic): 539.2757

AlogP: 4.18

#Rotatable Bonds: 8

Polar Surface Area: 131.17

Molecular Species: BASE

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.10

CX Basic pKa: 8.81

CX LogP: 2.83

CX LogD: 1.41

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.25

Np Likeness Score: -1.38

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