N-(4-(3-(4-(3-Amino-6-methylisoxazolo[3,4-b]pyridin-4-yl)phenyl)ureido)phenyl)acrylamide

ID: ALA5206070

PubChem CID: 168297372

Max Phase: Preclinical

Molecular Formula: C23H20N6O3

Molecular Weight: 428.45

Names and Identifiers

Canonical SMILES:  C=CC(=O)Nc1ccc(NC(=O)Nc2ccc(-c3cc(C)nc4noc(N)c34)cc2)cc1

Standard InChI:  InChI=1S/C23H20N6O3/c1-3-19(30)26-15-8-10-17(11-9-15)28-23(31)27-16-6-4-14(5-7-16)18-12-13(2)25-22-20(18)21(24)32-29-22/h3-12H,1,24H2,2H3,(H,26,30)(H2,27,28,31)

Standard InChI Key:  KEUNHAVYMJWHSU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -2.6397   -3.4720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1281   -4.1441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4173   -3.7286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1334   -3.3096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8495   -3.7286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1334   -2.4845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2846    1.6510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2846    2.4761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9932    2.8948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7137    2.4844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7137    1.6552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0053    1.2406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4173    2.9032    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4173    3.7282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1281    4.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1281    4.9720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6992    4.1344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2966   -4.9720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  0
  3  4  1  0
  4  5  2  0
  6  5  1  0
  6  7  2  0
  8  7  1  0
  9  8  2  0
  5 10  1  0
 10  9  1  0
  2 10  2  0
  9 11  1  0
 12 11  2  0
 13 12  1  0
 14 13  2  0
 14 15  1  0
 11 16  1  0
 16 15  2  0
 14 17  1  0
 18 17  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 22 21  2  0
 23 22  1  0
 24 23  2  0
 24 25  1  0
 21 26  1  0
 26 25  2  0
 24 27  1  0
 28 27  1  0
 29 28  1  0
 30 29  2  0
 28 31  2  0
 32  7  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5206070

   ---

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: 428.45

Molecular Weight (Monoisotopic): 428.1597

AlogP: 4.55

#Rotatable Bonds: 5

Polar Surface Area: 135.17

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.52

CX Basic pKa: ┄

CX LogP: 3.00

CX LogD: 3.00

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.34

Np Likeness Score: -0.80

References

1. Kang JB, Chen L, Leng XJ, Wang JJ, Cheng Y, Wu SH, Ma YY, Yang LJ, Cao YH, Yang X, Tong ZJ, Wu JZ, Wang YB, Zhou H, Liu JC, Ding N, Dai WC, Yu YC, Xue X, Sun SL, Dai XB, Chang L, Wang XL, Li NG, Shi ZH..  (2022)  Synthesis and biological evaluation of 4-(4-aminophenyl)-6-methylisoxazolo[3,4-b] pyridin-3-amine covalent inhibitors as potential agents for the treatment of acute myeloid leukemia.,  70  [PMID:35863236] [10.1016/j.bmc.2022.116937]

Source

Source(1):

• Scientific Literature