(1R,5S,6r)-N-(2-(1-methyl-1H-indazol-3-yl)propan-2-yl)-3-azabicyclo[3.1.0]hexane-6-carboxamide

ID: ALA3421843

PubChem CID: 86294248

Max Phase: Preclinical

Molecular Formula: C17H22N4O

Molecular Weight: 298.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1nc(C(C)(C)NC(=O)[C@H]2[C@@H]3CNC[C@@H]32)c2ccccc21

Standard InChI:  InChI=1S/C17H22N4O/c1-17(2,19-16(22)14-11-8-18-9-12(11)14)15-10-6-4-5-7-13(10)21(3)20-15/h4-7,11-12,14,18H,8-9H2,1-3H3,(H,19,22)/t11-,12+,14+

Standard InChI Key:  HKKUYICHOOHPHK-IMRBUKKESA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    3.3574   -2.8707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1825   -2.6263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5585   -3.7659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1835   -3.7463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6530   -5.1718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8279   -5.4162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6540   -6.2918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6723   -6.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0605   -7.5934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1366   -8.6158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1923   -8.3340    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5962   -7.0501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3580   -6.9770    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0837   -7.3790    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0825    2.3453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
 15  2  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  7  5  1  6
  9  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12  8  1  0
  8 13  1  6
  9 14  1  6
 18 15  1  0
 15 16  2  0
 16 17  1  0
 17 19  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
 17 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3421843

   (1S,5R)-N-[2-(1-methylindazol-3-yl)propan-2-yl]-3-azabicyclo[3.1.0]hexane-6-carboxamide

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: 298.39

Molecular Weight (Monoisotopic): 298.1794

AlogP: 1.39

#Rotatable Bonds: 3

Polar Surface Area: 58.95

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.21

CX Basic pKa: 10.95

CX LogP: 0.93

CX LogD: -2.14

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.90

Np Likeness Score: -0.74

References

1. Abdel-Magid AF..  (2015)  Treating pain with somatostatin receptor subtype 4 agonists.,  6  (2): [PMID:25699156] [10.1021/ml500538a]

Source

Source(1):

• Scientific Literature