4-amino-8-(6-methyl-1H-indazol-5-yl)cinnoline-3-carboxamide

ID: ALA4172284

PubChem CID: 71765626

Max Phase: Preclinical

Molecular Formula: C17H14N6O

Molecular Weight: 318.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc2[nH]ncc2cc1-c1cccc2c(N)c(C(N)=O)nnc12

Standard InChI:  InChI=1S/C17H14N6O/c1-8-5-13-9(7-20-21-13)6-12(8)10-3-2-4-11-14(18)16(17(19)24)23-22-15(10)11/h2-7H,1H3,(H2,18,22)(H2,19,24)(H,20,21)

Standard InChI Key:  IRMJEKARXQRXOY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   27.3662  -13.3639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3651  -14.1835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0731  -14.5924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0713  -12.9551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0729  -15.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3654  -15.8153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3648  -16.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7802  -15.8134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6584  -15.4054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7831  -16.6285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0788  -17.0430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2554  -17.8411    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.0690  -17.9197    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.3950  -17.1703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7800  -13.3603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7788  -14.1810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4850  -14.5900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.1969  -14.1830    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.1980  -13.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4873  -12.9487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4873  -12.1315    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.9067  -12.9554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6135  -13.3658    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.9087  -12.1383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3 16  2  0
 15  4  2  0
  4  1  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7 11  2  0
 10  8  2  0
  8  5  1  0
  6  9  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 10  1  0
 15 16  1  0
 15 20  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 22 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4172284

   4-amino-8-(6-methyl-1H-indazol-5-yl)cinnoline-3-carboxamide

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: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 318.34

Molecular Weight (Monoisotopic): 318.1229

AlogP: 2.16

#Rotatable Bonds: 2

Polar Surface Area: 123.57

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.72

CX Basic pKa: 3.90

CX LogP: 1.69

CX LogD: 1.69

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.52

Np Likeness Score: -1.19

References

1. Liang C, Tian D, Ren X, Ding S, Jia M, Xin M, Thareja S..  (2018)  The development of Bruton's tyrosine kinase (BTK) inhibitors from 2012 to 2017: A mini-review.,  151  [PMID:29631132] [10.1016/j.ejmech.2018.03.062]

Source

Source(1):

• Scientific Literature