3-(aminomethyl)-5-(3-isoindolin-2-ylpropoxy)-4-methoxy-benzamide

ID: ALA4450765

PubChem CID: 155521537

Max Phase: Preclinical

Molecular Formula: C20H25N3O3

Molecular Weight: 355.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1c(CN)cc(C(N)=O)cc1OCCCN1Cc2ccccc2C1

Standard InChI:  InChI=1S/C20H25N3O3/c1-25-19-17(11-21)9-16(20(22)24)10-18(19)26-8-4-7-23-12-14-5-2-3-6-15(14)13-23/h2-3,5-6,9-10H,4,7-8,11-13,21H2,1H3,(H2,22,24)

Standard InChI Key:  ALBOITFSHDMCRJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   27.6549  -15.1517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3629  -14.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0712  -15.1511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0712  -15.9706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3655  -16.3812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6549  -15.9758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9469  -16.3876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2388  -15.9758    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.9469  -17.2030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.7793  -16.3824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.4915  -15.9706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1996  -16.3824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9076  -15.9706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6157  -16.3824    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.3623  -16.0469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9098  -16.6562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5024  -17.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7008  -17.1948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9126  -18.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7307  -18.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1370  -17.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7292  -16.6570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7793  -14.7435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.7793  -13.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3629  -13.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6549  -13.5174    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
  7  9  2  0
  4 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 15 14  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 14  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 16 22  1  0
  3 23  1  0
 23 24  1  0
  2 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4450765

   ---

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: 355.44

Molecular Weight (Monoisotopic): 355.1896

AlogP: 2.04

#Rotatable Bonds: 8

Polar Surface Area: 90.81

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.29

CX LogP: 1.19

CX LogD: -0.04

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.71

Np Likeness Score: -0.85

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