1-((3R,4aR,10aR)-3-(1-([1,2,5]thiadiazolo[3,4-b]pyridin-5-yl)piperazine-4-carbonyl)-6-methoxy-1-methyl-1,2,3,4,4a,5,10,10a-octahydrobenzo[g]quinolin-9-yl)ethanone

ID: ALA249111

PubChem CID: 44441679

Max Phase: Preclinical

Molecular Formula: C27H32N6O3S

Molecular Weight: 520.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(C)=O)c2c1C[C@H]1C[C@@H](C(=O)N3CCN(c4ccc5nsnc5n4)CC3)CN(C)[C@@H]1C2

Standard InChI:  InChI=1S/C27H32N6O3S/c1-16(34)19-4-6-24(36-3)21-13-17-12-18(15-31(2)23(17)14-20(19)21)27(35)33-10-8-32(9-11-33)25-7-5-22-26(28-25)30-37-29-22/h4-7,17-18,23H,8-15H2,1-3H3/t17-,18-,23-/m1/s1

Standard InChI Key:  GBBWPPZDGCIUKR-PMAPCBKXSA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA249111

   1-[(3R,4aR,10aR)-6-methoxy-1-methyl-3-[4-([1,2,5]thiadiazolo[3,4-b]pyridin-5-yl)piperazine-1-carbonyl]-3,4,4a,5,10,10a-hexahydro-2H-benzo[g]quinolin-9-yl]ethanone

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: 520.66

Molecular Weight (Monoisotopic): 520.2257

AlogP: 2.68

#Rotatable Bonds: 4

Polar Surface Area: 91.76

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.30

CX LogP: 3.09

CX LogD: 2.13

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.49

Np Likeness Score: -0.64

References

1. Troxler T, Hoyer D, Langenegger D, Neumann P, Pfäffli P, Schoeffter P, Sorg D, Swoboda R, Hurth K..  (2007)  Identification and SAR of potent and selective non-peptide obeline somatostatin sst1 receptor antagonists.,  17  (14): [PMID:17507221] [10.1016/j.bmcl.2007.04.086]

Source

Source(1):

• Scientific Literature