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

ID: ALA4289740

PubChem CID: 25059334

Max Phase: Preclinical

Molecular Formula: C36H32N6O5S

Molecular Weight: 660.76

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  CCOc1ccc(OC)cc1C1(N2CCN(c3ccncc3)CC2)C(=O)N(S(=O)(=O)c2cccc3cccnc23)c2ccc(C#N)cc21

Standard InChI:  InChI=1S/C36H32N6O5S/c1-3-47-32-12-10-28(46-2)23-30(32)36(41-20-18-40(19-21-41)27-13-16-38-17-14-27)29-22-25(24-37)9-11-31(29)42(35(36)43)48(44,45)33-8-4-6-26-7-5-15-39-34(26)33/h4-17,22-23H,3,18-21H2,1-2H3

Standard InChI Key:  KSMVBENPNMJAKN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 48 54  0  0  0  0  0  0  0  0999 V2000
   23.7189  -13.9921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7189  -14.8092    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.4242  -15.2137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1295  -14.8092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1295  -13.9921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.4242  -13.5793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8236  -14.4164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8277  -15.2336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7976  -16.9216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0918  -17.3344    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.8022  -17.7392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6389  -15.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6377  -16.3172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3458  -16.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3440  -15.0888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9310  -15.0893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0526  -15.4941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0574  -16.3127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8374  -16.5612    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3148  -15.8960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1319  -15.8912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5512  -17.9473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4664  -19.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2713  -19.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8109  -18.7185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5315  -14.0061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5278  -13.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8174  -12.7838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1095  -13.2004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1167  -14.0154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4124  -14.4299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7014  -14.0271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8384  -13.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5410  -13.9994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2494  -13.5935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2523  -12.7755    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5408  -12.3649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8353  -12.7731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2232  -14.6809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2336  -12.7778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2299  -11.9606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6946  -13.2100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2086  -18.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7519  -17.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4941  -17.0069    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6934  -16.8428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1510  -17.4587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4117  -18.2303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  8  7  1  0
 10  9  2  0
 11 10  2  0
 12 13  2  0
 13 14  1  0
 14 18  2  0
 17 15  2  0
 15 12  1  0
 12 16  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20  8  1  0
  8 17  1  0
 20 21  2  0
 19 10  1  0
 10 22  1  0
 22 44  2  0
 43 23  2  0
 23 24  1  0
 24 25  2  0
 25 22  1  0
  7 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30  7  1  0
 30 31  1  0
 31 32  1  0
  8  2  1  0
  5 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 38 33  1  0
 16 39  3  0
 27 40  1  0
 40 41  1  0
 32 42  1  0
 43 44  1  0
 44 45  1  0
 45 46  2  0
 46 47  1  0
 47 48  2  0
 48 43  1  0
M  END

Associated Targets(Human)

AVPR1B Tclin Vasopressin V1b receptor (1301 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Rattus norvegicus (775804 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 660.76Molecular Weight (Monoisotopic): 660.2155AlogP: 4.71#Rotatable Bonds: 8
Polar Surface Area: 128.96Molecular Species: BASEHBA: 10HBD:
#RO5 Violations: 1HBA (Lipinski): 11HBD (Lipinski): #RO5 Violations (Lipinski): 2
CX Acidic pKa: CX Basic pKa: 8.70CX LogP: 4.54CX LogD: 3.71
Aromatic Rings: 5Heavy Atoms: 48QED Weighted: 0.23Np Likeness Score: -1.11

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