N,N,N-trimethyl-2-(4-((S)-3-(((R)-1-(naphthalen-1-yl)ethyl)amino)pyrrolidin-1-yl)benzamido)ethanaminium Chloride

ID: ALA4062970

PubChem CID: 137637346

Max Phase: Preclinical

Molecular Formula: C28H37ClN4O

Molecular Weight: 445.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H](N[C@H]1CCN(c2ccc(C(=O)NCC[N+](C)(C)C)cc2)C1)c1cccc2ccccc12.[Cl-]

Standard InChI:  InChI=1S/C28H36N4O.ClH/c1-21(26-11-7-9-22-8-5-6-10-27(22)26)30-24-16-18-31(20-24)25-14-12-23(13-15-25)28(33)29-17-19-32(2,3)4;/h5-15,21,24,30H,16-20H2,1-4H3;1H/t21-,24+;/m1./s1

Standard InChI Key:  JWLBIIUYZPUQIT-WKDBURHASA-N

Molfile:  

     RDKit          2D

 34 36  0  0  0  0  0  0  0  0999 V2000
   12.1175   -8.1967    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.6594   -5.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8753   -4.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8741   -5.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2890   -4.3465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5804   -3.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2918   -5.1691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5813   -5.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5798   -6.3935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2880   -6.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9992   -6.3920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9973   -5.5762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7044   -5.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4127   -5.5744    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7034   -4.3495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1199   -5.1649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8672   -5.4944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4132   -4.8864    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0037   -4.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2046   -4.3502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2260   -4.9708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5551   -5.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3672   -5.8029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8475   -5.1407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5100   -4.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6990   -4.3107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9948   -5.9696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5162   -6.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8505   -7.3777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3719   -8.0400    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1370   -4.5578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5590   -7.9568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7062   -8.7857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9578   -8.7456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  2  0
  4  8  1  0
  7  5  1  0
  5  6  2  0
  6  3  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12  7  2  0
 12 13  1  0
 13 14  1  0
 13 15  1  1
 16 14  1  1
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 16  1  0
 18 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 24  2  1  0
  2 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
  2 31  2  0
 30 32  1  0
 30 33  1  0
 30 34  1  0
M  CHG  2   1  -1  30   1
M  END

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: 445.63

Molecular Weight (Monoisotopic): 445.2962

AlogP: 4.21

#Rotatable Bonds: 8

Polar Surface Area: 44.37

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.46

CX LogP: -0.27

CX LogD: -2.31

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.51

Np Likeness Score: -0.98

References

1. Sparks SM, Spearing PK, Diaz CJ, Cowan DJ, Jayawickreme C, Chen G, Rimele TJ, Generaux C, Harston LT, Roller SG..  (2017)  Identification of potent, nonabsorbable agonists of the calcium-sensing receptor for GI-specific administration.,  27  (20): [PMID:28916340] [10.1016/j.bmcl.2017.09.008]

Source

Source(1):

• Scientific Literature