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

ID: ALA4852786

PubChem CID: 164613972

Max Phase: Preclinical

Molecular Formula: C31H35ClF2N8O3

Molecular Weight: 641.12

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CCN(C(=O)c2cc(NC(=O)[C@@H]3CCCN3c3nc(Nc4cc(F)cc(F)c4)ncc3Cl)ccc2N2CCOCC2)CC1

Standard InChI:  InChI=1S/C31H35ClF2N8O3/c1-39-7-9-41(10-8-39)30(44)24-18-22(4-5-26(24)40-11-13-45-14-12-40)36-29(43)27-3-2-6-42(27)28-25(32)19-35-31(38-28)37-23-16-20(33)15-21(34)17-23/h4-5,15-19,27H,2-3,6-14H2,1H3,(H,36,43)(H,35,37,38)/t27-/m0/s1

Standard InChI Key:  NITCPVNFDWVAFL-MHZLTWQESA-N

Molfile:  

 
     RDKit          2D

 45 50  0  0  0  0  0  0  0  0999 V2000
   21.2644  -20.8153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0674  -20.9859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9264  -19.6669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2627  -19.7332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8179  -18.3807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6204  -18.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1755  -20.0013    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4897  -20.0054    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.0375  -18.7761    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.6507  -19.1845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0439  -19.5949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8654  -18.0577    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.6232  -19.5971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3133  -19.9572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4863  -19.1541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9225  -20.5078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4750  -20.2752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8764  -18.6073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4822  -18.3130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9092  -18.3616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4648  -19.5937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2003  -19.5976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9068  -17.5409    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.3342  -20.0043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7515  -20.0025    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4639  -18.7720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2612  -18.9007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9110  -20.0064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8717  -19.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7035  -20.2516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0964  -18.8637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2015  -18.7744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7438  -18.3608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3130  -20.7926    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.1438  -21.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7490  -22.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5270  -21.8855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6962  -21.0850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0875  -20.5359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6019  -18.1267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7703  -17.3269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1603  -16.7768    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.3791  -17.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2078  -17.8379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3298  -15.9773    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 39  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 30 34  1  0
  5 40  1  0
  5 44  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 42 45  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4852786

   ---

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: 641.12

Molecular Weight (Monoisotopic): 640.2489

AlogP: 3.98

#Rotatable Bonds: 7

Polar Surface Area: 106.17

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.06

CX Basic pKa: 6.82

CX LogP: 4.33

CX LogD: 4.22

Aromatic Rings: 3

Heavy Atoms: 45

QED Weighted: 0.40

Np Likeness Score: -1.85

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