isopropyl 1'-((5-bromo-1-(3-hydroxypropyl)-1H-benzo[d]imidazol-2-yl)methyl)-2'-oxospiro[azetidine-3,3'-indoline]-1-carboxylate

ID: ALA4539274

PubChem CID: 155549755

Max Phase: Preclinical

Molecular Formula: C25H27BrN4O4

Molecular Weight: 527.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)OC(=O)N1CC2(C1)C(=O)N(Cc1nc3cc(Br)ccc3n1CCCO)c1ccccc12

Standard InChI:  InChI=1S/C25H27BrN4O4/c1-16(2)34-24(33)28-14-25(15-28)18-6-3-4-7-20(18)30(23(25)32)13-22-27-19-12-17(26)8-9-21(19)29(22)10-5-11-31/h3-4,6-9,12,16,31H,5,10-11,13-15H2,1-2H3

Standard InChI Key:  SEZMSLPGEQDQPQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 34 38  0  0  0  0  0  0  0  0999 V2000
   25.0258   -6.2714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4303   -5.5615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7204   -5.1570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3159   -5.8669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8658   -7.8871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8647   -8.7066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5727   -9.1156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5710   -7.4782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2796   -7.8835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2844   -8.7021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0644   -8.9506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.5418   -8.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0567   -7.6260    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3589   -8.2806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7634   -7.5705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.4265   -6.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7406   -6.6787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5744   -7.4765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1814   -8.0173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9549   -7.7616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1179   -6.9600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5095   -6.4226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6262   -6.6594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1580   -7.4787    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   23.0588   -9.7650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7637  -10.1785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7581  -10.9956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4630  -11.4091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7138   -4.3377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4183   -3.9235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.0029   -3.9348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2985   -4.3491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5875   -3.9462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3050   -5.1662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  1  1  0
  5  6  2  0
  6  7  1  0
  7 10  2  0
  9  8  2  0
  8  5  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13  9  1  0
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 14 15  1  0
 15 18  1  0
 17  1  1  0
  1 16  1  0
 16 15  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 16 23  2  0
  5 24  1  0
 11 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
  3 29  1  0
 29 30  2  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4539274

   ---

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: 527.42

Molecular Weight (Monoisotopic): 526.1216

AlogP: 3.83

#Rotatable Bonds: 6

Polar Surface Area: 87.90

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.42

CX LogP: 2.77

CX LogD: 2.77

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.53

Np Likeness Score: -0.97

References

1. Cockerill GS, Good JAD, Mathews N..  (2019)  State of the Art in Respiratory Syncytial Virus Drug Discovery and Development.,  62  (7): [PMID:30411898] [10.1021/acs.jmedchem.8b01361]

Source

Source(1):

• Scientific Literature