7-{[(1R,2S)-2-Aminocyclohexyl]amino}-8-bromo-5-(3-methylanilino)pyrido[3,4-d]pyridazin-4(3H)-one

ID: ALA4456804

PubChem CID: 155525990

Max Phase: Preclinical

Molecular Formula: C20H23BrN6O

Molecular Weight: 443.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cccc(Nc2nc(N[C@@H]3CCCC[C@@H]3N)c(Br)c3cn[nH]c(=O)c23)c1

Standard InChI:  InChI=1S/C20H23BrN6O/c1-11-5-4-6-12(9-11)24-18-16-13(10-23-27-20(16)28)17(21)19(26-18)25-15-8-3-2-7-14(15)22/h4-6,9-10,14-15H,2-3,7-8,22H2,1H3,(H,27,28)(H2,24,25,26)/t14-,15+/m0/s1

Standard InChI Key:  DFMTVYDZUTUBEA-LSDHHAIUSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   25.0745  -12.0827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7825  -12.4917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4922  -12.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4894  -11.2596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0756  -11.2632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7783  -10.8583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7790  -10.0519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0787   -9.6442    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3760  -10.0490    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3737  -10.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6662  -11.2705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3664  -12.4907    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3658  -13.3079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6577  -13.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6567  -14.5308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3646  -14.9408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0750  -14.5284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0725  -13.7133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9484  -14.9385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2005  -12.4897    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.2018  -13.3069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4918  -13.7118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4911  -14.5254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1976  -14.9367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9065  -14.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9089  -13.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6157  -13.2983    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.1943  -10.8463    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  5  1  2  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  6  2  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
  1 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 15 19  1  0
  3 20  1  0
 21 20  1  1
 21 22  1  0
 21 26  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  1
  4 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4456804

   ---

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: 443.35

Molecular Weight (Monoisotopic): 442.1117

AlogP: 3.81

#Rotatable Bonds: 4

Polar Surface Area: 108.72

Molecular Species: BASE

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.50

CX Basic pKa: 10.13

CX LogP: 4.50

CX LogD: 2.73

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.49

Np Likeness Score: -1.11

References

1. Taniguchi T, Inagaki H, Baba D, Yasumatsu I, Toyota A, Kaneta Y, Kiga M, Iimura S, Odagiri T, Shibata Y, Ueda K, Seo M, Shimizu H, Imaoka T, Nakayama K..  (2019)  Discovery of Novel Pyrido-pyridazinone Derivatives as FER Tyrosine Kinase Inhibitors with Antitumor Activity.,  10  (5): [PMID:31097992] [10.1021/acsmedchemlett.8b00631]

Source

Source(1):

• Scientific Literature