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

ID: ALA4549969

PubChem CID: 155550823

Max Phase: Preclinical

Molecular Formula: C24H23N5O2

Molecular Weight: 413.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(=O)NCCNC(=O)c2ccc(-c3ccc4c(N)n[nH]c4c3)cc2)cc1

Standard InChI:  InChI=1S/C24H23N5O2/c1-15-2-4-17(5-3-15)23(30)26-12-13-27-24(31)18-8-6-16(7-9-18)19-10-11-20-21(14-19)28-29-22(20)25/h2-11,14H,12-13H2,1H3,(H,26,30)(H,27,31)(H3,25,28,29)

Standard InChI Key:  OGWDTZBATVFCOT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   19.8393  -20.3251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5490  -19.9157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5461  -19.0930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2493  -18.6831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9588  -19.0907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6645  -18.6801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6619  -17.8621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9476  -17.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2449  -17.8692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3675  -17.4499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0773  -17.8549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7829  -17.4427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4927  -17.8476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1983  -17.4355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.9081  -17.8404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6137  -17.4282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9122  -18.6576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3633  -16.6327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.3191  -17.8368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0242  -17.4253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0205  -16.6072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3058  -16.2024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6035  -16.6163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8373  -18.6831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1313  -19.9162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1280  -19.0997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3504  -18.8505    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8731  -19.5130    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3557  -20.1716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1064  -20.9498    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.7256  -16.1941    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
M  END

Alternative Forms

1. Parent:

   

   ALA4549969

   ---

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: 413.48

Molecular Weight (Monoisotopic): 413.1852

AlogP: 3.28

#Rotatable Bonds: 6

Polar Surface Area: 112.90

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.44

CX LogP: 3.17

CX LogD: 3.17

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.36

Np Likeness Score: -0.75

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