4-(3-Amino-1H-indazol-6-yl)-N-(2-(4-(dimethylamino)benzamido)ethyl)benzamide

ID: ALA4547441

PubChem CID: 155553593

Max Phase: Preclinical

Molecular Formula: C25H26N6O2

Molecular Weight: 442.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc(C(=O)NCCNC(=O)c2ccc(-c3ccc4c(N)n[nH]c4c3)cc2)cc1

Standard InChI:  InChI=1S/C25H26N6O2/c1-31(2)20-10-7-18(8-11-20)25(33)28-14-13-27-24(32)17-5-3-16(4-6-17)19-9-12-21-22(15-19)29-30-23(21)26/h3-12,15H,13-14H2,1-2H3,(H,27,32)(H,28,33)(H3,26,29,30)

Standard InChI Key:  MRCMFAWPPPUHNS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.9206  -29.3266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6303  -28.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6274  -28.0945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3306  -27.6846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0401  -28.0922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7458  -27.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7431  -26.8636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0289  -26.4578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3262  -26.8707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4488  -26.4514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1585  -26.8564    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8642  -26.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5739  -26.8491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2796  -26.4369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9893  -26.8419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6950  -26.4297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9935  -27.6591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4446  -25.6342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4004  -26.8383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1055  -26.4268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1018  -25.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3870  -25.2039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6848  -25.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9186  -27.6845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2125  -28.9177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2092  -28.1012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4317  -27.8520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9544  -28.5145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4370  -29.1731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1877  -29.9513    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8069  -25.1956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5172  -25.5996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8016  -24.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 25  1  1  0
  1  2  2  0
  2  3  1  0
  3 24  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  3  4  1  0
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 10 18  2  0
 16 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 16  1  0
 26 24  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 25  1  0
 29 30  1  0
 21 31  1  0
 31 32  1  0
 31 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4547441

   ---

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: 442.52

Molecular Weight (Monoisotopic): 442.2117

AlogP: 3.04

#Rotatable Bonds: 7

Polar Surface Area: 116.14

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.77

CX LogP: 2.77

CX LogD: 2.77

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.33

Np Likeness Score: -0.84

References

1. Pan X, Liang L, Sun Y, Si R, Zhang Q, Wang J, Fu J, Zhang J, Zhang J..  (2019)  Discovery of novel Bcr-Abl^T315I inhibitors with flexible linker. Part 1: Confirmation optimization of phenyl-1H-indazol-3-amine as hinge binding moiety.,  178  [PMID:31185413] [10.1016/j.ejmech.2019.05.091]

Source

Source(1):

• Scientific Literature