1'-[[5-chloro-1-(4,4,4-trifluorobutyl)benzimidazol-2-yl]methyl]-6'-fluoro-spiro[cyclopropane-1,3'-indoline]-2'-one

ID: ALA4876843

PubChem CID: 164627044

Max Phase: Preclinical

Molecular Formula: C22H18ClF4N3O

Molecular Weight: 451.85

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1N(Cc2nc3cc(Cl)ccc3n2CCCC(F)(F)F)c2cc(F)ccc2C12CC2

Standard InChI:  InChI=1S/C22H18ClF4N3O/c23-13-2-5-17-16(10-13)28-19(29(17)9-1-6-22(25,26)27)12-30-18-11-14(24)3-4-15(18)21(7-8-21)20(30)31/h2-5,10-11H,1,6-9,12H2

Standard InChI Key:  OLIUSAKESRUYJX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   10.3082   -5.1874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.5381   -6.7754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.1097   -7.6064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1064   -6.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3215   -6.5305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   12.3268   -7.8642    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   10.5992   -6.4899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9275   -5.7373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7743   -6.4095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.1681   -6.9609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7332   -5.5599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7764   -7.2692    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.0750   -8.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6296   -9.2607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3778  -10.0464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9323  -10.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6805  -11.4428    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.7385  -10.4824    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.5123  -11.2373    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.2510   -6.3602    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
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 27 28  1  0
 27 29  1  0
 27 30  1  0
  6 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876843

   ---

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: 451.85

Molecular Weight (Monoisotopic): 451.1075

AlogP: 5.75

#Rotatable Bonds: 5

Polar Surface Area: 38.13

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.40

CX LogP: 5.14

CX LogD: 5.14

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.46

Np Likeness Score: -1.46

References

1. Cockerill GS, Angell RM, Bedernjak A, Chuckowree I, Fraser I, Gascon-Simorte J, Gilman MSA, Good JAD, Harland R, Johnson SM, Ludes-Meyers JH, Littler E, Lumley J, Lunn G, Mathews N, McLellan JS, Paradowski M, Peeples ME, Scott C, Tait D, Taylor G, Thom M, Thomas E, Villalonga Barber C, Ward SE, Watterson D, Williams G, Young P, Powell K..  (2021)  Discovery of Sisunatovir (RV521), an Inhibitor of Respiratory Syncytial Virus Fusion.,  64  (7.0): [PMID:33729773] [10.1021/acs.jmedchem.0c01882]

Source

Source(1):

• Scientific Literature