1'-[[5-chloro-1-(1,1-dioxothiolan-3-yl)benzimidazol-2-yl]methyl]spiro[cyclopropane-1,3'-pyrrolo[2,3-c]pyridine]-2'-one

ID: ALA4546731

PubChem CID: 117889394

Max Phase: Preclinical

Molecular Formula: C21H19ClN4O3S

Molecular Weight: 442.93

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1N(Cc2nc3cc(Cl)ccc3n2C2CCS(=O)(=O)C2)c2cnccc2C12CC2

Standard InChI:  InChI=1S/C21H19ClN4O3S/c22-13-1-2-17-16(9-13)24-19(26(17)14-4-8-30(28,29)12-14)11-25-18-10-23-7-3-15(18)21(5-6-21)20(25)27/h1-3,7,9-10,14H,4-6,8,11-12H2

Standard InChI Key:  MLQFMPOIRSVIGF-UHFFFAOYSA-N

Molfile:  

 
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    8.6961   -4.3608    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8590   -3.5591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2507   -3.0218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3673   -3.2585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8000   -6.3642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8992   -4.0778    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.1368   -6.8447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1977   -7.6266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4545   -6.8537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4546731

   1'-[[5-Chloro-1-(1,1-dioxothiolan-3-yl)benzimidazol-2-yl]methyl]spiro[cyclopropane-1,3'-pyrrolo[2,3-c]pyridine]-2'-one

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: 442.93

Molecular Weight (Monoisotopic): 442.0866

AlogP: 3.02

#Rotatable Bonds: 3

Polar Surface Area: 85.16

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.76

CX LogP: 1.05

CX LogD: 1.04

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.62

Np Likeness Score: -1.55

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