ASP-5878

ID: ALA4594428

Cas Number: 1453208-66-6

PubChem CID: 71736582

Product Number: A413509, Order Now?

Max Phase: Phase

Molecular Formula: C18H19F2N5O4

Molecular Weight: 407.38

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Asp 5878 | Asp-5878 | Asp5878 | ASP-5878 | ASP5878 | ASP5878|ASP-5878|1453208-66-6|Asp 5878|1H-Pyrazole-1-ethanol, 4-((5-((2,6-difluoro-3,5-dimethoxyphenyl)methoxy)-2-pyrimidinyl)amino)-|ASP 5878 [WHO-DD]|C0Z095LL72|1453208-66-6 (free base)|2-(4-((5-((2,6-difluoro-3,5-dimethoxybenzyl)oxy)pyrimidin-2-yl)amino)-1H-pyrazol-1-yl)ethanol|2-[4-[[5-[(2,6-difluoro-3,5-dimethoxyphenyl)methoxy]pyrimidin-2-yl]amino]pyrazol-1-yl]ethanol|2-[4-({5-[(2,6-difluoro-3,5-dimethoxybenzyl)oxy]pyrimidin-2-yl}amino)-1Show More⌵

Canonical SMILES:  COc1cc(OC)c(F)c(COc2cnc(Nc3cnn(CCO)c3)nc2)c1F

Standard InChI:  InChI=1S/C18H19F2N5O4/c1-27-14-5-15(28-2)17(20)13(16(14)19)10-29-12-7-21-18(22-8-12)24-11-6-23-25(9-11)3-4-26/h5-9,26H,3-4,10H2,1-2H3,(H,21,22,24)

Standard InChI Key:  VDZZYOJYLLNBTD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
    4.5029   -2.6649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2175   -2.2525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9294   -2.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9294   -3.4897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2193   -3.9015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5029   -3.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6439   -3.9022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3584   -3.4897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0729   -3.9022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7875   -3.4899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4995   -3.9018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4995   -4.7270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7893   -5.1389    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0729   -4.7307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2139   -5.1396    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9284   -4.7270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6835   -5.0592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2296   -4.4505    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8186   -3.7384    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0184   -3.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2311   -3.0240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0561   -3.0240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4686   -2.3095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7884   -3.9059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2175   -1.4275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2193   -4.7265    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.6439   -2.2520    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.5030   -1.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7884   -4.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  4  7  1  0
  7  8  1  0
  8  9  1  0
 10  9  2  0
 11 10  1  0
 12 11  2  0
 13 12  1  0
 14 13  2  0
  9 14  1  0
 12 15  1  0
 15 16  1  0
 17 16  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 16  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
  6 24  1  0
  2 25  1  0
  5 26  1  0
  3 27  1  0
 25 28  1  0
 24 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4594428

   ASP5878

2. Alternative Forms:

   

   ALA4594428

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: Yes

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 407.38

Molecular Weight (Monoisotopic): 407.1405

AlogP: 2.28

#Rotatable Bonds: 9

Polar Surface Area: 103.55

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.87

CX Basic pKa: 1.63

CX LogP: 1.44

CX LogD: 1.44

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.56

Np Likeness Score: -1.29

References

1. Unpublished dataset, 

2. Kuriwaki I, Kameda M, Iikubo K, Hisamichi H, Kawamoto Y, Kikuchi S, Moritomo H, Terasaka T, Iwai Y, Noda A, Tomiyama H, Kikuchi A, Hirano M..  (2022)  Discovery of ASP5878: Synthesis and structure-activity relationships of pyrimidine derivatives as pan-FGFRs inhibitors with improved metabolic stability and suppressed hERG channel inhibitory activity.,  59  [PMID:35219181] [10.1016/j.bmc.2022.116657]

3. Zhong Z, Shi L, Fu T, Huang J, Pan Z..  (2022)  Discovery of Novel 7-Azaindole Derivatives as Selective Covalent Fibroblast Growth Factor Receptor 4 Inhibitors for the Treatment of Hepatocellular Carcinoma.,  65  (10.0): [PMID:35549181] [10.1021/acs.jmedchem.2c00255]

4. Zhang X, Wang Y, Ji J, Si D, Bao X, Yu Z, Zhu Y, Zhao L, Li W, Liu J..  (2022)  Discovery of 1,6-Naphthyridin-2(1H)-one Derivatives as Novel, Potent, and Selective FGFR4 Inhibitors for the Treatment of Hepatocellular Carcinoma.,  65  (11.0): [PMID:35635004] [10.1021/acs.jmedchem.1c01977]

Source

Source(2):

• Scientific Literature
• Clinical Candidates