trans-(4-Methyl-cyclohexyl)-(2,4,8a,9-tetraaza-fluoren-1-yl)-amine

ID: ALA3786063

PubChem CID: 127030962

Max Phase: Preclinical

Molecular Formula: C16H19N5

Molecular Weight: 281.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H]1CC[C@H](Nc2ncnc3c2nn2ccccc32)CC1

Standard InChI:  InChI=1S/C16H19N5/c1-11-5-7-12(8-6-11)19-16-15-14(17-10-18-16)13-4-2-3-9-21(13)20-15/h2-4,9-12H,5-8H2,1H3,(H,17,18,19)/t11-,12-

Standard InChI Key:  KXVXHDZDIBASDI-HAQNSBGRSA-N

Molfile:  

     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
   -3.8372   -3.5442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7006   -0.6045    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7006    0.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4915    1.5389    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4915   -1.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2274   -0.6045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2274    0.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.3190    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2274   -0.6045    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2274    0.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4732    1.5389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7372    0.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7372   -0.6045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4732   -1.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5225   -2.8202    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8705   -5.0438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1859   -5.7649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4680   -4.9863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4347   -3.4867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1194   -2.7656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5202   -5.5631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  2  0
  4  7  1  0
  6  5  1  0
  5  2  2  0
  6  7  1  0
  7 10  2  0
  9  8  1  0
  8  6  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  5 15  1  0
  1 15  1  1
  1 16  1  0
  1 20  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA3786063

   ---

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: 281.36

Molecular Weight (Monoisotopic): 281.1640

AlogP: 3.27

#Rotatable Bonds: 2

Polar Surface Area: 55.11

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.75

CX LogP: 3.49

CX LogD: 3.49

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.78

Np Likeness Score: -1.34

References

1. Felts AS, Rodriguez AL, Morrison RD, Venable DF, Blobaum AL, Byers FW, Daniels JS, Niswender CM, Jones CK, Conn PJ, Lindsley CW, Emmitte KA..  (2016)  N-Alkylpyrido[1',2':1,5]pyrazolo-[4,3-d]pyrimidin-4-amines: A new series of negative allosteric modulators of mGlu1/5 with CNS exposure in rodents.,  26  (8): [PMID:26988308] [10.1016/j.bmcl.2016.03.026]

Source

Source(1):

• Scientific Literature