endo-N,N-Dimethyl-3-(6-chloropyridin-3-yl)bicyclo[2.2.1]-heptan-2-amine

ID: ALA4515416

PubChem CID: 155539988

Max Phase: Preclinical

Molecular Formula: C14H19ClN2

Molecular Weight: 250.77

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)[C@@H]1[C@@H]2CC[C@@H](C2)[C@H]1c1ccc(Cl)nc1

Standard InChI:  InChI=1S/C14H19ClN2/c1-17(2)14-10-4-3-9(7-10)13(14)11-5-6-12(15)16-8-11/h5-6,8-10,13-14H,3-4,7H2,1-2H3/t9-,10+,13-,14+/m0/s1

Standard InChI Key:  PFUCFUIXLXSIOO-GIFSMMMISA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   27.8959  -11.0198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6117  -10.6065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2429  -11.6124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5769  -11.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1654  -10.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9566  -11.2535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0193   -9.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6246  -11.5916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6204  -12.4181    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.3260  -11.0244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0412  -10.6119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0416   -9.7845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3208   -9.3715    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.6085   -9.7863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7569   -9.3703    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   28.3340  -12.8350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9025  -12.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9566  -12.0785    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   27.7488  -10.0065    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1
  3  4  1  0
  4  5  1  0
  3  6  1  0
  6  7  1  0
  5  1  1  0
  1  8  1  0
  8  6  1  0
  8  9  1  6
  7  5  1  0
  2 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  2  1  0
 12 15  1  0
  9 16  1  0
  9 17  1  0
  6 18  1  1
  5 19  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4515416

   ---

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: 250.77

Molecular Weight (Monoisotopic): 250.1237

AlogP: 3.18

#Rotatable Bonds: 2

Polar Surface Area: 16.13

Molecular Species: BASE

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.77

CX LogP: 2.84

CX LogD: 0.50

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.75

Np Likeness Score: -0.03

References

1. Manetti D, Garifulina A, Bartolucci G, Bazzicalupi C, Bellucci C, Chiaramonte N, Dei S, Di Cesare Mannelli L, Ghelardini C, Gratteri P, Spirova E, Shelukhina I, Teodori E, Varani K, Tsetlin V, Romanelli MN..  (2019)  New Rigid Nicotine Analogues, Carrying a Norbornane Moiety, Are Potent Agonists of α7 and α3* Nicotinic Receptors.,  62  (4): [PMID:30681854] [10.1021/acs.jmedchem.8b01372]

Source

Source(1):

• Scientific Literature