(S)-2-(3-(4'-(trifluoromethyl)-6-((4-(trifluoromethyl)benzyl)oxy)-[1,1'-biphenyl]3-yl)-1,2,4-oxadiazol-5-yl)pyrrolidine-1-carboximidamide hydrochloride

ID: ALA4555733

PubChem CID: 155557000

Max Phase: Preclinical

Molecular Formula: C28H24ClF6N5O2

Molecular Weight: 575.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cl.N=C(N)N1CCC[C@H]1c1nc(-c2ccc(OCc3ccc(C(F)(F)F)cc3)c(-c3ccc(C(F)(F)F)cc3)c2)no1

Standard InChI:  InChI=1S/C28H23F6N5O2.ClH/c29-27(30,31)19-8-3-16(4-9-19)15-40-23-12-7-18(14-21(23)17-5-10-20(11-6-17)28(32,33)34)24-37-25(41-38-24)22-2-1-13-39(22)26(35)36;/h3-12,14,22H,1-2,13,15H2,(H3,35,36);1H/t22-;/m0./s1

Standard InChI Key:  RCIXZPHNBQAIHE-FTBISJDPSA-N

Molfile:  

     RDKit          2D

 42 45  0  0  0  0  0  0  0  0999 V2000
   14.1783   -8.1078    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.1213   -7.1509    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5698   -6.5384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9844   -5.8239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7909   -5.9977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8726   -6.8163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9474   -7.9574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1650   -8.2137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5616   -8.5092    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3366   -7.3346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5287   -7.1665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4449   -6.3442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1997   -6.0076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7476   -6.6222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0182   -4.6925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7307   -5.1035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7303   -5.9297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0153   -6.3412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3007   -5.9265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3032   -5.1040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0186   -3.8664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3061   -3.4553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3064   -2.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0214   -2.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7359   -2.6323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7335   -3.4548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5887   -4.6894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8736   -5.1010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8733   -5.9271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5858   -6.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5854   -7.1642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8704   -7.5758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1559   -7.1612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1583   -6.3386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8701   -8.4020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0218   -1.3916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7364   -0.9794    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.3075   -0.9788    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.0162   -0.5625    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.1555   -8.8140    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.5843   -8.8147    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.8621   -9.2243    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  2  6  1  0
  7  8  2  0
  7  9  1  0
  2  7  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
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 10 14  1  0
 15 16  1  0
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 18 19  2  0
 19 20  1  0
 15 20  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 21 26  2  0
 15 21  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 29 34  2  0
 32 35  1  0
 27 28  1  0
 20 27  1  0
 24 36  1  0
 12 17  1  0
  3 14  1  6
 36 37  1  0
 36 38  1  0
 36 39  1  0
 35 40  1  0
 35 41  1  0
 35 42  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: 575.51

Molecular Weight (Monoisotopic): 575.1756

AlogP: 7.05

#Rotatable Bonds: 6

Polar Surface Area: 101.26

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 11.17

CX LogP: 7.31

CX LogD: 4.85

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.15

Np Likeness Score: -0.97

References

1. Sibley CD, Morris EA, Kharel Y, Brown AM, Huang T, Bevan DR, Lynch KR, Santos WL..  (2020)  Discovery of a Small Side Cavity in Sphingosine Kinase 2 that Enhances Inhibitor Potency and Selectivity.,  63  (3): [PMID:31895563] [10.1021/acs.jmedchem.9b01508]

Source

Source(1):

• Scientific Literature