(S)-Amino(2-(3-(1-nonyl-1H-indol-6-yl)-1,2,4-oxadiazol-5-yl)pyrrolidin-l-yl)methaniminium chloride

ID: ALA4781511

PubChem CID: 162664983

Max Phase: Preclinical

Molecular Formula: C24H35ClN6O

Molecular Weight: 422.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCCn1ccc2ccc(-c3noc([C@@H]4CCCN4C(=N)N)n3)cc21.Cl

Standard InChI:  InChI=1S/C24H34N6O.ClH/c1-2-3-4-5-6-7-8-14-29-16-13-18-11-12-19(17-21(18)29)22-27-23(31-28-22)20-10-9-15-30(20)24(25)26;/h11-13,16-17,20H,2-10,14-15H2,1H3,(H3,25,26);1H/t20-;/m0./s1

Standard InChI Key:  BTYDFQOKDPALOF-BDQAORGHSA-N

Molfile:  

     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
    8.6920   -3.4473    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.0838   -5.9666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7502   -6.4528    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4184   -5.9688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1645   -5.1837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3395   -5.1827    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2014   -6.2227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4552   -7.0078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2803   -7.0089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5363   -6.2245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8694   -5.7388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8705   -4.9137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5857   -4.5021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1566   -4.5002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3039   -6.2196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6973   -5.6700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9179   -5.9225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1375   -7.0197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3605   -7.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7440   -6.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0340   -7.1463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2116   -7.9507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0314   -8.0301    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4496   -8.7413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0428   -9.4592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4610  -10.1703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0542  -10.8881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4724  -11.5994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0656  -12.3171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4838  -13.0283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0770  -13.7461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4951  -14.4573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  2  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11  7  1  0
  7  4  1  1
 11 12  1  0
 12 13  2  0
 12 14  1  0
  2 15  1  0
 15 16  2  0
 16 17  1  0
 17 20  2  0
 19 18  2  0
 18 15  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 19  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  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: 422.58

Molecular Weight (Monoisotopic): 422.2794

AlogP: 5.47

#Rotatable Bonds: 10

Polar Surface Area: 96.96

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 11.19

CX LogP: 6.09

CX LogD: 3.62

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.26

Np Likeness Score: -1.21

References

1. Congdon M,Fritzemeier RG,Kharel Y,Brown AM,Serbulea V,Bevan DR,Lynch KR,Santos WL.  (2021)  Probing the substitution pattern of indole-based scaffold reveals potent and selective sphingosine kinase 2 inhibitors.,  212  [PMID:33445156] [10.1016/j.ejmech.2020.113121]

Source

Source(1):

• Scientific Literature