7-{[(1R,2S)-2-Aminocyclohexyl]amino}-5-(3-methylanilino)-4-oxo-3,4-dihydropyrido[3,4-d]pyridazine-8-carbonitrile

ID: ALA4461851

PubChem CID: 138393287

Product Number: D609977, Order Now?

Max Phase: Preclinical

Molecular Formula: C21H23N7O

Molecular Weight: 389.46

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H23N7O/c1-12-5-4-6-13(9-12)25-20-18-15(11-24-28-21(18)29)14(10-22)19(27-20)26-17-8-3-2-7-16(17)23/h4-6,9,11,16-17H,2-3,7-8,23H2,1H3,(H,28,29)(H2,25,26,27)/t16-,17+/m0/s1

Standard InChI Key:  VFVLUXBYMUKJIJ-DLBZAZTESA-N

Molfile:  

 
     RDKit          2D

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   25.0992  -20.5064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8073  -20.9153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5169  -20.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5141  -19.6832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1004  -19.6868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8030  -19.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8037  -18.4756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1034  -18.0678    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.4008  -18.4727    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3985  -19.2852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6910  -19.6942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3912  -20.9144    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3906  -21.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6824  -22.1381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6814  -22.9545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3893  -23.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0997  -22.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0972  -22.1370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9732  -23.3622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2253  -20.9134    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.2266  -21.7306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5165  -22.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5159  -22.9491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2224  -23.3604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9313  -22.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9336  -22.1321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6405  -21.7220    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.2168  -19.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9218  -18.8528    0.0000 N   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
 28 29  3  0
  4 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4461851

   DS21360717

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: 389.46

Molecular Weight (Monoisotopic): 389.1964

AlogP: 2.92

#Rotatable Bonds: 4

Polar Surface Area: 132.51

Molecular Species: BASE

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.43

CX Basic pKa: 10.09

CX LogP: 3.55

CX LogD: 1.84

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.54

Np Likeness Score: -1.33

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