5'-Isopropoxy-6'-(3-(pyrrolidin-1-yl)propoxy)spiro[cyclopentane-1,3'-indol]-2'-amine

ID: ALA4554293

PubChem CID: 155556616

Max Phase: Preclinical

Molecular Formula: C22H33N3O2

Molecular Weight: 371.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)Oc1cc2c(cc1OCCCN1CCCC1)N=C(N)C21CCCC1

Standard InChI:  InChI=1S/C22H33N3O2/c1-16(2)27-20-14-17-18(24-21(23)22(17)8-3-4-9-22)15-19(20)26-13-7-12-25-10-5-6-11-25/h14-16H,3-13H2,1-2H3,(H2,23,24)

Standard InChI Key:  DBEJHYMPTLNKLS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    8.3280  -15.9317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0439  -15.5182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7560  -15.9312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7560  -16.7550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0423  -17.1679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3280  -16.7603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6120  -17.1743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8961  -16.7603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1801  -17.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4641  -16.7603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7481  -17.1743    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6625  -17.9951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8566  -18.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4429  -17.4495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9975  -16.8370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5428  -17.0106    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0269  -16.3411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5428  -15.6756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0228  -15.0356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4724  -14.3397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2680  -14.5528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2680  -15.3787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8506  -16.3411    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6120  -15.5177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6120  -14.6899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8961  -14.2800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3280  -14.2800    0.0000 C   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
  8  9  1  0
  9 10  1  0
 10 11  1  0
 12 11  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 11  1  0
  4 16  1  0
 17 16  2  0
 18 17  1  0
  3 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 18 22  1  0
 17 23  1  0
  1 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4554293

   ---

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: 371.53

Molecular Weight (Monoisotopic): 371.2573

AlogP: 4.15

#Rotatable Bonds: 7

Polar Surface Area: 60.08

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.31

CX LogP: 3.42

CX LogD: 0.55

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.73

Np Likeness Score: -0.48

References

1. Fagan V, Johansson C, Gileadi C, Monteiro O, Dunford JE, Nibhani R, Philpott M, Malzahn J, Wells G, Faram R, Cribbs AP, Halidi N, Li F, Chau I, Greschik H, Velupillai S, Allali-Hassani A, Bennett J, Christott T, Giroud C, Lewis AM, Huber KVM, Athanasou N, Bountra C, Jung M, Schüle R, Vedadi M, Arrowsmith C, Xiong Y, Jin J, Fedorov O, Farnie G, Brennan PE, Oppermann U..  (2019)  A Chemical Probe for Tudor Domain Protein Spindlin1 to Investigate Chromatin Function.,  62  (20): [PMID:31550156] [10.1021/acs.jmedchem.9b00562]

Source

Source(1):

• Scientific Literature