1-(Isoquinolin-6-yl)-3-(2-oxo-2-(piperidin-1-yl)ethyl)urea

ID: ALA4087094

PubChem CID: 137644349

Max Phase: Preclinical

Molecular Formula: C17H20N4O2

Molecular Weight: 312.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCC(=O)N1CCCCC1)Nc1ccc2cnccc2c1

Standard InChI:  InChI=1S/C17H20N4O2/c22-16(21-8-2-1-3-9-21)12-19-17(23)20-15-5-4-14-11-18-7-6-13(14)10-15/h4-7,10-11H,1-3,8-9,12H2,(H2,19,20,23)

Standard InChI Key:  NGIFKOMPQVBRRL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   17.1569   -3.2770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8646   -2.8684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4492   -2.8684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7415   -3.2770    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1569   -4.0942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0338   -2.8684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3261   -3.2770    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0338   -2.0512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6183   -2.8684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6237   -2.0502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9168   -1.6416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9182   -3.2765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5672   -3.2788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2728   -2.8737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2770   -2.0561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5694   -1.6454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8577   -2.0521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2147   -2.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2092   -2.0501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4932   -1.6442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7822   -2.0621    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7917   -2.8901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5083   -3.2923    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
  1  5  2  0
  4  6  1  0
  6  7  1  0
  6  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 19  2  0
 18 12  2  0
 12  9  1  0
  2 13  1  0
  2 17  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4087094

   ---

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: 312.37

Molecular Weight (Monoisotopic): 312.1586

AlogP: 2.37

#Rotatable Bonds: 3

Polar Surface Area: 74.33

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.23

CX Basic pKa: 5.14

CX LogP: 0.84

CX LogD: 0.84

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.91

Np Likeness Score: -1.83

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