3-(2-ethoxy-5-methoxyphenyl)-1-(5-fluoroquinolin-8-ylsulfonyl)-2-oxo-3-(4-(pyridin-4-yl)piperazin-1-yl)indoline-5-carbonitrile

ID: ALA4284730

PubChem CID: 68430080

Max Phase: Preclinical

Molecular Formula: C36H31FN6O5S

Molecular Weight: 678.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1ccc(OC)cc1C1(N2CCN(c3ccncc3)CC2)C(=O)N(S(=O)(=O)c2ccc(F)c3cccnc23)c2ccc(C#N)cc21

Standard InChI:  InChI=1S/C36H31FN6O5S/c1-3-48-32-10-7-26(47-2)22-29(32)36(42-19-17-41(18-20-42)25-12-15-39-16-13-25)28-21-24(23-38)6-9-31(28)43(35(36)44)49(45,46)33-11-8-30(37)27-5-4-14-40-34(27)33/h4-16,21-22H,3,17-20H2,1-2H3

Standard InChI Key:  STHFKBWMSGXLJU-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4284730

   3-(2-Ethoxy-5-methoxyphenyl)-1-(5-fluoroquinolin-8-yl)sulfonyl-2-oxo-3-(4-pyridin-4-ylpiperazin-1-yl)indole-5-carbonitrile

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 678.75

Molecular Weight (Monoisotopic): 678.2061

AlogP: 4.85

#Rotatable Bonds: 8

Polar Surface Area: 128.96

Molecular Species: BASE

HBA: 10

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 8.70

CX LogP: 4.68

CX LogD: 3.85

Aromatic Rings: 5

Heavy Atoms: 49

QED Weighted: 0.22

Np Likeness Score: -1.19

References

1. Geneste H, Bhowmik S, van Gaalen MM, Hornberger W, Hutchins CW, Netz A, Oost T, Unger L..  (2018)  Novel, potent, selective and brain penetrant vasopressin 1b receptor antagonists.,  28  (19): [PMID:30098866] [10.1016/j.bmcl.2018.07.043]

Source

Source(1):

• Scientific Literature