N-(3-(((6-((4-(4-methylpiperazin-1-yl)phenyl)amino)pyrimidin-4-yl)amino)methyl)phenyl)propionamide

ID: ALA4537782

PubChem CID: 155548782

Max Phase: Preclinical

Molecular Formula: C25H31N7O

Molecular Weight: 445.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(=O)Nc1cccc(CNc2cc(Nc3ccc(N4CCN(C)CC4)cc3)ncn2)c1

Standard InChI:  InChI=1S/C25H31N7O/c1-3-25(33)30-21-6-4-5-19(15-21)17-26-23-16-24(28-18-27-23)29-20-7-9-22(10-8-20)32-13-11-31(2)12-14-32/h4-10,15-16,18H,3,11-14,17H2,1-2H3,(H,30,33)(H2,26,27,28,29)

Standard InChI Key:  OKOFNAIJYNKITM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 36  0  0  0  0  0  0  0  0999 V2000
    3.5480  -21.2387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5469  -22.0582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2549  -22.4672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9646  -22.0577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9617  -21.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2531  -20.8298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2507  -20.0126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6729  -22.4652    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9572  -19.6019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9547  -18.7847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6630  -18.3785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6610  -17.5621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9515  -17.1548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2427  -17.5699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2483  -18.3849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3676  -17.1517    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0764  -17.5585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7831  -17.1482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0784  -18.3757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4918  -17.5550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3800  -22.0555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0850  -22.4634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7916  -22.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7907  -21.2364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0774  -20.8290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3737  -21.2404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4917  -20.8269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2005  -21.2356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9049  -20.8284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9067  -20.0109    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1980  -19.6022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4874  -20.0110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6148  -19.6029    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
  6  7  1  0
  4  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 12 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 18 20  1  0
  8 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 27 28  1  0
 27 32  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 24 27  1  0
 30 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4537782

   ---

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: 445.57

Molecular Weight (Monoisotopic): 445.2590

AlogP: 3.93

#Rotatable Bonds: 8

Polar Surface Area: 85.42

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.10

CX LogP: 3.77

CX LogD: 3.04

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.48

Np Likeness Score: -1.62

References

1. Yu RN, Chen CJ, Shu L, Yin Y, Wang ZJ, Zhang TT, Zhang DY..  (2019)  Structure-based design and synthesis of pyrimidine-4,6-diamine derivatives as Janus kinase 3 inhibitors.,  27  (8): [PMID:30853331] [10.1016/j.bmc.2019.03.009]

Source

Source(1):

• Scientific Literature