3-(2-[5-Fluoro-1-(4-morpholin-4-yl-butyl)-1H-indol-3-yl]-thiazol-4-yl)-1H-pyrrolo[2,3-b]pyridine hydrobromide

ID: ALA5179292

PubChem CID: 168272266

Max Phase: Preclinical

Molecular Formula: C26H27BrFN5OS

Molecular Weight: 475.59

Names and Identifiers

Canonical SMILES:  Br.Fc1ccc2c(c1)c(-c1nc(-c3c[nH]c4ncccc34)cs1)cn2CCCCN1CCOCC1

Standard InChI:  InChI=1S/C26H26FN5OS.BrH/c27-18-5-6-24-20(14-18)22(16-32(24)9-2-1-8-31-10-12-33-13-11-31)26-30-23(17-34-26)21-15-29-25-19(21)4-3-7-28-25;/h3-7,14-17H,1-2,8-13H2,(H,28,29);1H

Standard InChI Key:  OFXKPOFBKPYJJU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    1.7892    2.1805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2740    1.5133    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7892    0.8459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9317    0.2036    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.2708   -2.4839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0158   -1.6995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5676   -1.0865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3744   -1.2579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6294   -2.0423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0776   -2.6553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1197   -0.0899    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
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 29 34  1  0
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 475.59

Molecular Weight (Monoisotopic): 475.1842

AlogP: 5.56

#Rotatable Bonds: 7

Polar Surface Area: 58.97

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.87

CX Basic pKa: 7.68

CX LogP: 4.78

CX LogD: 4.32

Aromatic Rings: 5

Heavy Atoms: 34

QED Weighted: 0.31

Np Likeness Score: -1.90

References

1. Carbone D, Vestuto V, Ferraro MR, Ciaglia T, Pecoraro C, Sommella E, Cascioferro S, Salviati E, Novi S, Tecce MF, Amodio G, Iraci N, Cirrincione G, Campiglia P, Diana P, Bertamino A, Parrino B, Ostacolo C..  (2022)  Metabolomics-assisted discovery of a new anticancer GLS-1 inhibitor chemotype from a nortopsentin-inspired library: From phenotype screening to target identification.,  234  [PMID:35286926] [10.1016/j.ejmech.2022.114233]

Source

Source(1):

• Scientific Literature