6-(4-methoxyphenyl)-2,3-dihydrospiro[indene-1,2'-pyrrolidine]-2-carbonitrile

ID: ALA4744785

PubChem CID: 162649150

Max Phase: Preclinical

Molecular Formula: C20H20N2O

Molecular Weight: 304.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2ccc3c(c2)C2(CCCN2)C(C#N)C3)cc1

Standard InChI:  InChI=1S/C20H20N2O/c1-23-18-7-5-14(6-8-18)15-3-4-16-11-17(13-21)20(19(16)12-15)9-2-10-22-20/h3-8,12,17,22H,2,9-11H2,1H3

Standard InChI Key:  RHICYCDSBJGQRG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
    6.5162   -4.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3120   -4.1068    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3518   -3.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5807   -2.9905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0644   -3.6335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3023   -4.5869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3012   -5.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0159   -5.8271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0140   -4.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7293   -4.5833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7342   -5.4098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5217   -5.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0035   -4.9891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8283   -4.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6532   -4.9787    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5877   -4.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8732   -2.9371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1588   -3.3496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1588   -4.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8732   -4.5871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5877   -3.3496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4443   -2.9371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7298   -3.3496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  6  7  2  0
  7  8  1  0
  8 11  2  0
 10  9  2  0
  9  6  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13  1  1  0
  1 10  1  0
 14 15  3  0
 13 14  1  0
  6 16  1  0
 20 16  2  0
 16 21  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 17 21  2  0
 18 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4744785

   ---

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: 304.39

Molecular Weight (Monoisotopic): 304.1576

AlogP: 3.64

#Rotatable Bonds: 2

Polar Surface Area: 45.05

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.16

CX LogP: 3.33

CX LogD: 2.50

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.92

Np Likeness Score: 0.22

References

1. Singh M,Garza N,Pearson Z,Douglas J,Boskovic Z.  (2020)  Broad assessment of bioactivity of a collection of spiroindane pyrrolidines through "cell painting".,  28  (13): [PMID:32546297] [10.1016/j.bmc.2020.115547]

Source

Source(1):

• Scientific Literature