N-(2-((2-((4-(4-Methylpiperazin-1-yl)phenyl)amino)-5-((4-phenoxybenzyl)oxy)pyrimidin-4-yl)amino)phenyl)acrylamide

ID: ALA4569421

PubChem CID: 155415496

Max Phase: Preclinical

Molecular Formula: C37H37N7O3

Molecular Weight: 627.75

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CC(=O)Nc1ccccc1Nc1nc(Nc2ccc(N3CCN(C)CC3)cc2)ncc1OCc1ccc(Oc2ccccc2)cc1

Standard InChI:  InChI=1S/C37H37N7O3/c1-3-35(45)40-32-11-7-8-12-33(32)41-36-34(46-26-27-13-19-31(20-14-27)47-30-9-5-4-6-10-30)25-38-37(42-36)39-28-15-17-29(18-16-28)44-23-21-43(2)22-24-44/h3-20,25H,1,21-24,26H2,2H3,(H,40,45)(H2,38,39,41,42)

Standard InChI Key:  QBIUISHIKOQSHB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 47 52  0  0  0  0  0  0  0  0999 V2000
   29.8715  -23.7976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8703  -24.6212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5825  -25.0302    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.2963  -24.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2934  -23.7940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5807  -23.3846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1582  -25.0293    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.0088  -25.0282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1575  -25.8506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0100  -25.8496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4452  -26.2612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4442  -27.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1563  -27.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8708  -27.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8683  -26.2601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2975  -26.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2985  -27.0824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0115  -27.4907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7250  -27.0766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7206  -26.2574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1567  -28.3130    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.4425  -28.7229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4410  -29.5406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1512  -29.9527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8646  -29.5449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8678  -28.7210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1485  -30.7740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4263  -25.8412    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.1401  -26.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8499  -25.8342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5638  -26.2434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1441  -27.0717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.0037  -23.3786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.7171  -23.7886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4233  -23.3732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1351  -23.7867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8449  -23.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8422  -22.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1239  -22.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4170  -22.5570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5520  -22.1376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.2659  -22.5426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2674  -23.3612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9804  -23.7702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6912  -23.3538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6843  -22.5283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9707  -22.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  2  7  1  0
  4  8  1  0
  7  9  1  0
  8 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15  9  1  0
 10 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 10  1  0
 13 21  1  0
 21 22  1  0
 21 26  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  1  0
 20 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 29 32  2  0
  5 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  2  0
 40 35  1  0
 38 41  1  0
 41 42  1  0
 42 43  2  0
 43 44  1  0
 44 45  2  0
 45 46  1  0
 46 47  2  0
 47 42  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4569421

   ---

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: 627.75

Molecular Weight (Monoisotopic): 627.2958

AlogP: 7.21

#Rotatable Bonds: 12

Polar Surface Area: 103.88

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.91

CX Basic pKa: 7.96

CX LogP: 7.22

CX LogD: 6.55

Aromatic Rings: 5

Heavy Atoms: 47

QED Weighted: 0.12

Np Likeness Score: -1.07

References

1. Du G, Rao S, Gurbani D, Henning NJ, Jiang J, Che J, Yang A, Ficarro SB, Marto JA, Aguirre AJ, Sorger PK, Westover KD, Zhang T, Gray NS..  (2020)  Structure-Based Design of a Potent and Selective Covalent Inhibitor for SRC Kinase That Targets a P-Loop Cysteine.,  63  (4): [PMID:31935084] [10.1021/acs.jmedchem.9b01502]

Source

Source(1):

• Scientific Literature