[3-(aminomethyl)-4-methoxy-5-(3-pyrrolidin-1-ylpropoxy)phenyl]methanamine

ID: ALA4588285

PubChem CID: 155567242

Max Phase: Preclinical

Molecular Formula: C16H27N3O2

Molecular Weight: 293.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1c(CN)cc(CN)cc1OCCCN1CCCC1

Standard InChI:  InChI=1S/C16H27N3O2/c1-20-16-14(12-18)9-13(11-17)10-15(16)21-8-4-7-19-5-2-3-6-19/h9-10H,2-8,11-12,17-18H2,1H3

Standard InChI Key:  RKANOIFOWDBVSH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   10.9738  -16.3343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6877  -15.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4020  -16.3337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4020  -17.1600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6904  -17.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9738  -17.1613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2556  -17.5765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5415  -17.1613    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1161  -17.5712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8300  -17.1600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5441  -17.5712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2582  -17.1600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9764  -17.5712    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7292  -17.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2814  -17.8515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8664  -18.5650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0622  -18.3947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1161  -15.9226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1161  -15.0963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6877  -15.0973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9737  -14.6820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  6  7  1  0
  7  8  1  0
  4  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 14 13  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 13  1  0
  3 18  1  0
 18 19  1  0
  2 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4588285

   ---

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: 293.41

Molecular Weight (Monoisotopic): 293.2103

AlogP: 1.48

#Rotatable Bonds: 8

Polar Surface Area: 73.74

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.58

CX LogP: 0.39

CX LogD: -4.45

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.71

Np Likeness Score: -0.64

References

1. Xiong Y, Greschik H, Johansson C, Seifert L, Bacher J, Park KS, Babault N, Martini M, Fagan V, Li F, Chau I, Christott T, Dilworth D, Barsyte-Lovejoy D, Vedadi M, Arrowsmith CH, Brennan P, Fedorov O, Jung M, Farnie G, Liu J, Oppermann U, Schüle R, Jin J..  (2019)  Discovery of a Potent and Selective Fragment-like Inhibitor of Methyllysine Reader Protein Spindlin 1 (SPIN1).,  62  (20): [PMID:31260300] [10.1021/acs.jmedchem.9b00522]

Source

Source(1):

• Scientific Literature