1'-[[7-chloro-1-(2-methylsulfonylethyl)indol-2-yl]methyl]spiro[cyclopropane-1,3'-pyrrolo[2,3-c]pyridine]-2'-one

Names and Identifiers

Canonical SMILES: CS(=O)(=O)CCn1c(CN2C(=O)C3(CC3)c3ccncc32)cc2cccc(Cl)c21

Standard InChI: InChI=1S/C21H20ClN3O3S/c1-29(27,28)10-9-24-15(11-14-3-2-4-17(22)19(14)24)13-25-18-12-23-8-5-16(18)21(6-7-21)20(25)26/h2-5,8,11-12H,6-7,9-10,13H2,1H3

Standard InChI Key: JMOGMMBUEQONLC-UHFFFAOYSA-N

Molfile:

 
     RDKit          2D

 29 33  0  0  0  0  0  0  0  0999 V2000
    7.8464  -16.3697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0251  -16.3697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4337  -17.0774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8569  -15.5708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0450  -15.4888    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6362  -14.7812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8190  -14.7815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3379  -15.4440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5593  -15.1912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8522  -15.6047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1400  -15.1957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1412  -14.3762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8504  -13.9673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5590  -14.3726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3375  -14.1194    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5898  -13.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3890  -13.1720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6383  -12.3910    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.9285  -11.9824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6373  -11.5720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4406  -12.2245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7139  -16.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3196  -16.7789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1517  -17.5735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3790  -17.8274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7684  -17.2807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9389  -16.4824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4030  -14.9630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8490  -13.1501    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  1  3  1  0
  2  4  1  0
  4  5  1  0
  6  5  1  0
  7  6  1  0
  8  7  2  0
  9  8  1  0
 10  9  2  0
 11 10  1  0
 12 11  2  0
 13 12  1  0
 14 13  2  0
 14  9  1  0
 15 14  1  0
  7 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 20 18  2  0
 18 21  1  0
  5 22  1  0
 23 22  2  0
 23  2  1  0
 24 23  1  0
 25 24  2  0
 26 25  1  0
 27 26  2  0
 22 27  1  0
  4 28  2  0
 13 29  1  0
M  END

Alternative Forms

Parent:

ALA4529148
US10189838, Example 1-7

Associated Targets(Human)

HEp-2 (3859 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Respiratory syncytial virus (3434 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Calculated Properties

Molecular Weight: 429.93	Molecular Weight (Monoisotopic): 429.0914	AlogP: 3.31	#Rotatable Bonds: 5
Polar Surface Area: 72.27	Molecular Species: NEUTRAL	HBA: 5	HBD: ┄
#RO5 Violations: ┄	HBA (Lipinski): 6	HBD (Lipinski): ┄	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: ┄	CX Basic pKa: 4.23	CX LogP: 1.60	CX LogD: 1.60
Aromatic Rings: 3	Heavy Atoms: 29	QED Weighted: 0.62	Np Likeness Score: -0.89

References

1. Zheng X, Liang C, Wang L, Miao K, Wang B, Zhang W, Chen D, Wu G, Zhu W, Guo L, Feng S, Gao L, Shen HC, Yun H.. (2019) Discovery of (aza)indole derivatives as novel respiratory syncytial virus fusion inhibitors., 10 (6): [PMID:31303995] [10.1039/C9MD00178F]

Source

Source(1):

Scientific Literature