4-[2-[(1-oxo-2,3,4,5,8,9,10,11-octahydro-[1,4]diazepino[1,2-b]indazol-10-yl)amino]ethyl]benzonitrile

ID: ALA4741458

PubChem CID: 146641305

Max Phase: Preclinical

Molecular Formula: C20H23N5O

Molecular Weight: 349.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1ccc(CCNC2CCc3nn4c(c3C2)C(=O)NCCC4)cc1

Standard InChI:  InChI=1S/C20H23N5O/c21-13-15-4-2-14(3-5-15)8-10-22-16-6-7-18-17(12-16)19-20(26)23-9-1-11-25(19)24-18/h2-5,16,22H,1,6-12H2,(H,23,26)

Standard InChI Key:  WWFSFIMXGLRDOP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   22.9707   -8.1677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9696   -8.9873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6776   -9.3962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3873   -8.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3845   -8.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6758   -7.7589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0906   -7.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7999   -8.1588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5060   -7.7476    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.2153   -8.1535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2206   -8.9737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9257   -9.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9235   -7.7433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6332   -8.1536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6334   -8.9677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4076   -9.2191    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2616   -9.3953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5483   -9.7980    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8845   -8.5631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.4073   -7.9020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6255   -7.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7047   -8.6005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3762   -6.7860    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.2442   -7.9824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0953   -7.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0089   -6.5742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 13  1  0
 11 12  1  0
 12 15  1  0
 14 13  1  0
 14 15  1  0
 15 16  2  0
 16 19  1  0
 20 14  2  0
  2 17  1  0
 17 18  3  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 21 23  1  0
 22 24  1  0
 23 25  1  0
 24 25  1  0
 21 26  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4741458

   ---

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: 349.44

Molecular Weight (Monoisotopic): 349.1903

AlogP: 1.58

#Rotatable Bonds: 4

Polar Surface Area: 82.74

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.76

CX LogP: 1.42

CX LogD: -0.89

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.88

Np Likeness Score: -1.06

References

1. Kargbo RB..  (2021)  Sigma-1 and Sigma-2 Receptor Modulators as Potential Therapeutics for Alzheimer's Disease.,  12  (2): [PMID:33603961] [10.1021/acsmedchemlett.1c00002]

Source

Source(1):

• Scientific Literature