3-amino-3H-spiro[benzo[h]quinazoline-5,1'-cyclopentan]-4(6H)-one

ID: ALA1240830

Cas Number: 221238-83-1

PubChem CID: 799645

Max Phase: Preclinical

Molecular Formula: C16H17N3O

Molecular Weight: 267.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nn1cnc2c(c1=O)C1(CCCC1)Cc1ccccc1-2

Standard InChI:  InChI=1S/C16H17N3O/c17-19-10-18-14-12-6-2-1-5-11(12)9-16(7-3-4-8-16)13(14)15(19)20/h1-2,5-6,10H,3-4,7-9,17H2

Standard InChI Key:  VQMVFISLGPSWGO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 23  0  0  0  0  0  0  0  0999 V2000
   -3.9074   -0.7632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0820   -0.7632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8264    0.0215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4968    0.5101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1629    0.0215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2097    0.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7839    1.7461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7828    0.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0709    0.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3555    0.9225    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3566    1.7479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0730    2.1599    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2090    1.7448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4968    2.1608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5040    2.9843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2226    3.3927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9355    2.9676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9248    2.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6402    0.5077    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0710   -0.3161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
  5  1  1  0
 13  6  1  0
  7 12  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
  1  2  1  0
  6  4  1  0
 13 14  2  0
  4  8  1  0
 14 15  1  0
  7 14  1  0
 15 16  2  0
  7  8  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  2  3  1  0
 10 19  1  0
  3  4  1  0
  9 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1240830

   3-aminospiro[6H-benzo[h]quinazoline-5,1'-cyclopentane]-4-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 267.33

Molecular Weight (Monoisotopic): 267.1372

AlogP: 1.99

#Rotatable Bonds: ┄

Polar Surface Area: 60.91

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.79

CX LogP: 1.90

CX LogD: 1.90

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.74

Np Likeness Score: -0.50

References

1. Sarkar S, Perlstein EO, Imarisio S, Pineau S, Cordenier A, Maglathlin RL, Webster JA, Lewis TA, O'Kane CJ, Schreiber SL, Rubinsztein DC..  (2007)  Small molecules enhance autophagy and reduce toxicity in Huntington's disease models.,  3  (6): [PMID:17486044] [10.1038/nchembio883]

2. Ahamad S, Bhat SA..  (2022)  The Emerging Landscape of Small-Molecule Therapeutics for the Treatment of Huntington's Disease.,  65  (24.0): [PMID:36490325] [10.1021/acs.jmedchem.2c00799]

Source

Source(1):

• Scientific Literature