(S)-2-((3-(4-((4-Phenyl-1H-1,2,3-triazol-1-yl)methyl)phenyl)-1,2,4-oxadiazol-5yl)methyl)pyrrolidine-1-carboximidamide hydrochloride

ID: ALA4790566

PubChem CID: 162671609

Max Phase: Preclinical

Molecular Formula: C23H25ClN8O

Molecular Weight: 428.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cl.N=C(N)N1CCC[C@H]1Cc1nc(-c2ccc(Cn3cc(-c4ccccc4)nn3)cc2)no1

Standard InChI:  InChI=1S/C23H24N8O.ClH/c24-23(25)31-12-4-7-19(31)13-21-26-22(28-32-21)18-10-8-16(9-11-18)14-30-15-20(27-29-30)17-5-2-1-3-6-17;/h1-3,5-6,8-11,15,19H,4,7,12-14H2,(H3,24,25);1H/t19-;/m0./s1

Standard InChI Key:  GDSHQJROTDFWFJ-FYZYNONXSA-N

Molfile:  

     RDKit          2D

 33 36  0  0  0  0  0  0  0  0999 V2000
   12.3710   -1.9668    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.6612   -3.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6600   -4.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3749   -4.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0912   -4.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0884   -3.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3730   -2.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9452   -4.5560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2310   -4.1430    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1484   -3.3195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3416   -3.1473    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9285   -3.8615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4801   -4.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1079   -3.9472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8014   -2.8979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5540   -3.2323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1038   -2.6170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6886   -1.9041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8822   -2.0787    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9246   -2.7002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2630   -3.4526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8518   -4.1674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4062   -4.7784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1587   -4.4400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0693   -3.6198    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6799   -3.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4656   -3.3167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5048   -2.2589    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6221   -3.2806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8023   -3.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4679   -4.1200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9546   -4.7896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7726   -4.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  3  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  9  1  0
 12 14  1  0
  6 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 15  2  0
 17 20  1  0
 21 20  1  1
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 21  1  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 14 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 14  1  0
M  END

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: 428.50

Molecular Weight (Monoisotopic): 428.2073

AlogP: 2.94

#Rotatable Bonds: 6

Polar Surface Area: 122.74

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 12.04

CX LogP: 4.06

CX LogD: 1.57

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.36

Np Likeness Score: -1.60

References

1. Tangadanchu VKR,Jiang H,Yu Y,Graham TJA,Liu H,Rogers BE,Gropler R,Perlmutter J,Tu Z.  (2020)  Structure-activity relationship studies and bioactivity evaluation of 1,2,3-triazole containing analogues as a selective sphingosine kinase-2 inhibitors.,  206  [PMID:32919113] [10.1016/j.ejmech.2020.112713]

Source

Source(1):

• Scientific Literature