1-(Isoquinolin-6-yl)-3-phenethylurea

ID: ALA4067331

PubChem CID: 137633979

Max Phase: Preclinical

Molecular Formula: C18H17N3O

Molecular Weight: 291.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCCc1ccccc1)Nc1ccc2cnccc2c1

Standard InChI:  InChI=1S/C18H17N3O/c22-18(20-11-8-14-4-2-1-3-5-14)21-17-7-6-16-13-19-10-9-15(16)12-17/h1-7,9-10,12-13H,8,11H2,(H2,20,21,22)

Standard InChI Key:  FFDPPCOWDPNSRM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   16.9501  -11.2751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6646  -10.8626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2357  -10.8626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5211  -11.2751    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8066  -10.8626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0922  -11.2751    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8066  -10.0376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3777  -10.8626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3832  -10.0365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6695   -9.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6709  -11.2746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9607  -10.8692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9551  -10.0365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2323   -9.6267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5145  -10.0485    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5241  -10.8844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2474  -11.2904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3777  -11.2797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0916  -10.8679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0920  -10.0420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3725   -9.6297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6615  -10.0438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 13  2  0
 12 11  2  0
 11  8  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  2 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22  2  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4067331

   ---

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: 291.35

Molecular Weight (Monoisotopic): 291.1372

AlogP: 3.60

#Rotatable Bonds: 4

Polar Surface Area: 54.02

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.29

CX Basic pKa: 5.14

CX LogP: 2.89

CX LogD: 2.88

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.77

Np Likeness Score: -1.39

References

1. Kaniskan HÜ, Eram MS, Zhao K, Szewczyk MM, Yang X, Schmidt K, Luo X, Xiao S, Dai M, He F, Zang I, Lin Y, Li F, Dobrovetsky E, Smil D, Min SJ, Lin-Jones J, Schapira M, Atadja P, Li E, Barsyte-Lovejoy D, Arrowsmith CH, Brown PJ, Liu F, Yu Z, Vedadi M, Jin J..  (2018)  Discovery of Potent and Selective Allosteric Inhibitors of Protein Arginine Methyltransferase 3 (PRMT3).,  61  (3): [PMID:29244490] [10.1021/acs.jmedchem.7b01674]

Source

Source(1):

• Scientific Literature