4-(2-(3-(1H-indol-3-yl)pyrrolidin-1-yl)ethyl)morpholine

ID: ALA2008844

Cas Number: 3671-02-1

PubChem CID: 19340

Max Phase: Preclinical

Molecular Formula: C18H25N3O

Molecular Weight: 299.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc2c(C3CCN(CCN4CCOCC4)C3)c[nH]c2c1

Standard InChI:  InChI=1S/C18H25N3O/c1-2-4-18-16(3-1)17(13-19-18)15-5-6-21(14-15)8-7-20-9-11-22-12-10-20/h1-4,13,15,19H,5-12,14H2

Standard InChI Key:  JMFQVIVSVILMKK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
    2.3255   -3.1878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9486    2.7718    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9090   -0.4277    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6604   -2.2180    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9486    1.4369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7332    1.6918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7332    2.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6937    0.6523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4637    2.1043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9090    0.3973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4477    1.2793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1786   -0.0152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4477    2.9293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6937   -0.6826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1622    1.6918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1622    2.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2416   -0.9126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3278   -1.7331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9067   -1.8824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7466   -3.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2393   -2.3674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0792   -3.5234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 21  1  0
  1 22  1  0
  2  7  1  0
  2  9  1  0
  3 10  1  0
  3 14  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  4 20  1  0
  5  6  1  0
  5  8  1  0
  5  9  2  0
  6  7  2  0
  6 11  1  0
  7 13  1  0
  8 10  1  0
  8 12  1  0
 11 15  2  0
 12 14  1  0
 13 16  2  0
 15 16  1  0
 17 18  1  0
 19 21  1  0
 20 22  1  0
M  END

Alternative Forms

1. Alternative Forms:

   

   ALA2008844

   Indole, dihydrochloride

2. Parent:

   

   ALA2008844

   3-(1-(2-(4-morpholinyl)ethyl)-3-pyrrolidinyl)-1H-indole

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: 299.42

Molecular Weight (Monoisotopic): 299.1998

AlogP: 2.29

#Rotatable Bonds: 4

Polar Surface Area: 31.50

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.25

CX LogP: 1.99

CX LogD: 0.15

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.94

Np Likeness Score: -1.11

References

1. Myrianthopoulos V, Cartron PF, Liutkevičiūtė Z, Klimašauskas S, Matulis D, Bronner C, Martinet N, Mikros E..  (2016)  Tandem virtual screening targeting the SRA domain of UHRF1 identifies a novel chemical tool modulating DNA methylation.,  114  [PMID:27049577] [10.1016/j.ejmech.2016.02.043]

Source

Source(1):

• Scientific Literature