N-(3-bromo-2-cyanophenyl)-3-(3,4-dihydroisoquinolin-2(1H)-yl)propenamide

ID: ALA4513619

PubChem CID: 155538900

Max Phase: Preclinical

Molecular Formula: C19H18BrN3O

Molecular Weight: 384.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1c(Br)cccc1NC(=O)CCN1CCc2ccccc2C1

Standard InChI:  InChI=1S/C19H18BrN3O/c20-17-6-3-7-18(16(17)12-21)22-19(24)9-11-23-10-8-14-4-1-2-5-15(14)13-23/h1-7H,8-11,13H2,(H,22,24)

Standard InChI Key:  RFPVZTZIBYRPGW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   24.7670  -22.8112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4764  -22.4067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.4764  -21.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7670  -21.1686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0576  -22.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0602  -21.5872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3523  -21.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6414  -21.5853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6428  -22.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3513  -22.8123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1877  -22.8163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8960  -22.4088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6072  -22.8184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3196  -22.4108    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.6060  -23.6397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.3208  -21.5895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0355  -21.1795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0370  -20.3589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3252  -19.9485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6104  -20.3604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6124  -21.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7454  -21.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4560  -22.0040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.7496  -19.9517    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0
  5  1  1  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  2 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 22 23  3  0
 17 22  1  0
 18 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4513619

   ---

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: 384.28

Molecular Weight (Monoisotopic): 383.0633

AlogP: 3.71

#Rotatable Bonds: 4

Polar Surface Area: 56.13

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.42

CX Basic pKa: 8.42

CX LogP: 3.73

CX LogD: 2.67

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.87

Np Likeness Score: -1.65

References

1. Zhu K, Song JL, Tao HR, Cheng ZQ, Jiang CS, Zhang H..  (2018)  Discovery of new potent protein arginine methyltransferase 5 (PRMT5) inhibitors by assembly of key pharmacophores from known inhibitors.,  28  (23-24): [PMID:30366617] [10.1016/j.bmcl.2018.10.026]

Source

Source(1):

• Scientific Literature