(S)-1-(5-chloro-2-((3,5-difluorophenyl)amino)pyrimidin-4-yl)-N-(4-(dimethylamino)-3-(4-methylpiperazine-1-carbonyl)phenyl)pyrrolidine-2-carboxamide

ID: ALA4858755

PubChem CID: 164615353

Max Phase: Preclinical

Molecular Formula: C29H33ClF2N8O2

Molecular Weight: 599.09

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CCN(C(=O)c2cc(NC(=O)[C@@H]3CCCN3c3nc(Nc4cc(F)cc(F)c4)ncc3Cl)ccc2N(C)C)CC1

Standard InChI:  InChI=1S/C29H33ClF2N8O2/c1-37(2)24-7-6-20(16-22(24)28(42)39-11-9-38(3)10-12-39)34-27(41)25-5-4-8-40(25)26-23(30)17-33-29(36-26)35-21-14-18(31)13-19(32)15-21/h6-7,13-17,25H,4-5,8-12H2,1-3H3,(H,34,41)(H,33,35,36)/t25-/m0/s1

Standard InChI Key:  HLPUYKFLHMJLMW-VWLOTQADSA-N

Molfile:  

 
     RDKit          2D

 42 46  0  0  0  0  0  0  0  0999 V2000
   35.2268  -13.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0298  -13.1855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8888  -11.8664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2251  -11.9327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.7803  -10.5803    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.5828  -10.9704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1379  -12.2008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.4521  -12.2049    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   32.9999  -10.9757    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.6131  -11.3840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0063  -11.7944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8278  -10.2573    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   31.5856  -11.7966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2757  -12.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4487  -11.3536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8850  -12.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4374  -12.4747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8388  -10.8069    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.4446  -10.5126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.8716  -10.5612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4272  -11.7932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1627  -11.7971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8692   -9.7404    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   32.2967  -12.2038    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.7139  -12.2020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.4263  -10.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2237  -11.1003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8734  -12.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8341  -11.6431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6659  -12.4511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0588  -11.0633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1639  -10.9740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7062  -10.5604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2754  -12.9922    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.1062  -13.7926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0499  -12.7355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5643  -10.3263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7327   -9.5264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1228   -8.9763    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.3415   -9.2318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1702  -10.0374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2922   -8.1769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 24 11  1  0
 22 28  1  0
 16 30  2  0
 14 16  1  0
 29 27  2  0
 26 12  1  0
 27 15  1  0
 13 24  1  0
 30 29  1  0
 10  4  2  0
 20 32  1  0
 20 23  1  0
 25 21  1  0
 22  8  1  0
 28 13  2  0
 10  5  1  0
 31 18  1  0
 26 33  1  0
 21 26  2  0
  3 31  1  6
  3  7  1  0
 11 25  2  0
 31 19  2  0
  6 20  2  0
 32 22  2  0
 17  3  1  0
  1  2  1  0
 21  7  1  0
 13  6  1  0
  7  1  1  0
  2 17  1  0
 18 15  1  0
  9 11  1  0
 29 10  1  0
 15 14  2  0
 33  9  2  0
 34 35  1  0
 34 36  1  0
 30 34  1  0
  5 37  1  0
  5 41  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 39 42  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4858755

   ---

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: 599.09

Molecular Weight (Monoisotopic): 598.2383

AlogP: 4.21

#Rotatable Bonds: 7

Polar Surface Area: 96.94

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.06

CX Basic pKa: 6.82

CX LogP: 4.54

CX LogD: 4.44

Aromatic Rings: 3

Heavy Atoms: 42

QED Weighted: 0.42

Np Likeness Score: -1.79

References

1. Li T, Li C, Yang J, Guo M, Cao Z, Wang X, Jiang N, Zhai X..  (2021)  Discovery of novel 2-phenylamino-4-prolylpyrimidine derivatives as TRK/ALK dual inhibitors with promising antitumor effects.,  47  [PMID:34534734] [10.1016/j.bmc.2021.116396]

Source

Source(1):

• Scientific Literature