N-(3-(4-(4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)phenoxy)-4-methylphenyl)-3-bromo-4-(morpholinomethyl)benzamide

ID: ALA4794626

PubChem CID: 162672633

Max Phase: Preclinical

Molecular Formula: C30H28BrN7O3

Molecular Weight: 614.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(NC(=O)c2ccc(CN3CCOCC3)c(Br)c2)cc1Oc1ccc(-c2n[nH]c3ncnc(N)c23)cc1

Standard InChI:  InChI=1S/C30H28BrN7O3/c1-18-2-7-22(35-30(39)20-3-4-21(24(31)14-20)16-38-10-12-40-13-11-38)15-25(18)41-23-8-5-19(6-9-23)27-26-28(32)33-17-34-29(26)37-36-27/h2-9,14-15,17H,10-13,16H2,1H3,(H,35,39)(H3,32,33,34,36,37)

Standard InChI Key:  OXKIPVSNVYWLJU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 41 46  0  0  0  0  0  0  0  0999 V2000
   20.4655  -19.6126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4644  -20.4362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1765  -20.8493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8903  -20.4357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8875  -19.6090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1747  -19.2037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5978  -19.1977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3112  -19.6036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7508  -20.8498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8611  -21.8359    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6647  -21.6665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4531  -21.1237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9997  -20.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7492  -19.7374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9483  -19.5672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3984  -20.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6559  -20.9561    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3008  -19.1307    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3109  -20.4226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0193  -20.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7306  -20.4171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7249  -19.5916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0118  -19.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4337  -19.1779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.1485  -19.5813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8573  -19.1675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5704  -19.5748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2787  -19.1617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2732  -18.3396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5534  -17.9322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8480  -18.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1545  -20.4026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6029  -20.8307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5447  -17.1151    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   28.9778  -17.9256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6886  -18.3287    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.3931  -17.9147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6948  -19.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1040  -18.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1102  -19.1350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.4057  -19.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  9 13  1  0
 12 10  1  0
 10 11  1  0
 11  9  2  0
  2  9  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 14 18  1  0
  8 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23  8  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 25 32  2  0
 19 33  1  0
 30 34  1  0
 29 35  1  0
 35 36  1  0
 36 37  1  0
 36 38  1  0
 37 39  1  0
 38 41  1  0
 39 40  1  0
 40 41  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4794626

   ---

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: 614.50

Molecular Weight (Monoisotopic): 613.1437

AlogP: 5.55

#Rotatable Bonds: 7

Polar Surface Area: 131.28

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.43

CX Basic pKa: 5.23

CX LogP: 5.14

CX LogD: 5.12

Aromatic Rings: 5

Heavy Atoms: 41

QED Weighted: 0.22

Np Likeness Score: -1.49

References

1. Dong R,Zhou X,Wang M,Li W,Zhang JY,Zheng X,Tang KX,Sun LP.  (2021)  Discovery of 4-amino-1H-pyrazolo[3,4-d]pyrimidin derivatives as novel discoidin domain receptor 1 (DDR1) inhibitors.,  29  [PMID:33246255] [10.1016/j.bmc.2020.115876]

Source

Source(1):

• Scientific Literature