2-((1S,2S,5R)-2-Benzyl-3-azabicyclo[3.1.0]hexan-3-yl)-6-morpholinopyrimidin-4(3H)-one

ID: ALA4857803

PubChem CID: 156533574

Max Phase: Preclinical

Molecular Formula: C20H24N4O2

Molecular Weight: 352.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1cc(N2CCOCC2)nc(N2C[C@@H]3C[C@@H]3[C@@H]2Cc2ccccc2)[nH]1

Standard InChI:  InChI=1S/C20H24N4O2/c25-19-12-18(23-6-8-26-9-7-23)21-20(22-19)24-13-15-11-16(15)17(24)10-14-4-2-1-3-5-14/h1-5,12,15-17H,6-11,13H2,(H,21,22,25)/t15-,16-,17-/m0/s1

Standard InChI Key:  KVVLNFCQHKOZRL-ULQDDVLXSA-N

Molfile:  

 
     RDKit          2D

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   11.1619  -23.5489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1619  -24.3780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8782  -24.7905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5943  -24.3780    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5943  -23.5489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8782  -23.1323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3119  -24.7946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3087  -25.6247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0185  -26.0381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7401  -25.6301    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7432  -24.8001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0248  -24.3779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0131  -26.8631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4600  -24.3918    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2098  -24.7294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5491  -23.5696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3773  -25.5371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1607  -25.7959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3264  -26.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1089  -26.8628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7257  -26.3136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5547  -25.5021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7724  -25.2470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3570  -23.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7631  -24.1162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1780  -23.4076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4742  -24.5281    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.3492  -22.5739    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  7  8  2  0
  7 12  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
  4  7  1  0
  9 13  2  0
 11 14  1  0
 14 15  1  0
 15 25  1  0
 24 16  1  0
 16 14  1  0
 15 17  1  6
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 25 24  1  0
 25 26  1  0
 24 26  1  0
 25 27  1  1
 24 28  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4857803

   ---

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: 352.44

Molecular Weight (Monoisotopic): 352.1899

AlogP: 1.67

#Rotatable Bonds: 4

Polar Surface Area: 61.46

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.96

CX Basic pKa: 2.70

CX LogP: 2.15

CX LogD: 2.06

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.91

Np Likeness Score: -0.63

References

1. Van de Poël A, Toledo-Sherman L, Breccia P, Cachope R, Bate JR, Angulo-Herrera I, Wishart G, Matthews KL, Martin SL, Peacock M, Barnard A, Cox HC, Jones G, McAllister G, Vater H, Esmieu W, Clissold C, Lamers M, Leonard P, Jarvis RE, Blackaby W, Eznarriaga M, Lazari O, Yates D, Rose M, Jang SW, Muñoz-Sanjuan I, Dominguez C..  (2021)  Structure-Based Exploration of Selectivity for ATM Inhibitors in Huntington's Disease.,  64  (8.0): [PMID:33783225] [10.1021/acs.jmedchem.1c00114]

Source

Source(1):

• Scientific Literature