(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]quinoline-9-carbaldehyde

ID: ALA248908

PubChem CID: 44441678

Max Phase: Preclinical

Molecular Formula: C26H30N6O3S

Molecular Weight: 506.63

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C26H30N6O3S/c1-30-14-18(11-17-12-20-19(13-22(17)30)16(15-33)3-5-23(20)35-2)26(34)32-9-7-31(8-10-32)24-6-4-21-25(27-24)29-36-28-21/h3-6,15,17-18,22H,7-14H2,1-2H3/t17-,18-,22-/m1/s1

Standard InChI Key:  YHFQNMGLSXSGML-JBYIUTFZSA-N

Molfile:  

     RDKit          2D

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    2.7440  -10.1012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4551  -10.5156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4595   -8.8677    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9534  -10.3594    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4381   -9.6915    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3987  -10.1070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 16 18  2  0
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  9  8  1  0
  9 10  1  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
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 20 21  1  0
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 10 24  1  1
  2  3  1  0
  9 25  1  6
  3  6  2  0
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  9 14  1  0
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 10 11  1  0
 27 28  2  0
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 11 12  1  0
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 29 26  2  0
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 30 31  1  0
  4 30  1  0
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  1  2  2  0
 11 15  1  0
  5  8  1  0
 13 16  1  1
  6  7  1  0
 32 33  2  0
 34 35  2  0
 35 36  1  0
 36 32  1  0
 16 17  1  0
  3 37  1  0
  7 10  1  0
 37 38  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA248908

   (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]quinoline-9-carbaldehyde

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: 506.63

Molecular Weight (Monoisotopic): 506.2100

AlogP: 2.29

#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: 8.34

CX LogP: 3.24

CX LogD: 2.25

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.50

Np Likeness Score: -0.55

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