((3R,4aR,10aR)-6-methoxy-1,2,3,4,4a,5,10,10a-octahydrobenzo[g]quinolin-3-yl)(4-(4-nitrophenyl)piperazin-1-yl)methanone

ID: ALA249113

PubChem CID: 23656025

Max Phase: Preclinical

Molecular Formula: C25H30N4O4

Molecular Weight: 450.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc2c1C[C@H]1C[C@@H](C(=O)N3CCN(c4ccc([N+](=O)[O-])cc4)CC3)CN[C@@H]1C2

Standard InChI:  InChI=1S/C25H30N4O4/c1-33-24-4-2-3-17-15-23-18(14-22(17)24)13-19(16-26-23)25(30)28-11-9-27(10-12-28)20-5-7-21(8-6-20)29(31)32/h2-8,18-19,23,26H,9-16H2,1H3/t18-,19-,23-/m1/s1

Standard InChI Key:  ZPCUNZOZHIFUCM-DNVFCKCGSA-N

Molfile:  

     RDKit          2D

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    6.0750  -15.6393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.7842  -13.5771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   13.9300  -16.8694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.0744  -17.2888    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7886  -16.8786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  6  7  1  0
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  1  2  2  0
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M  CHG  2  33   1  35  -1
M  END

Alternative Forms

1. Parent:

   

   ALA249113

   [(3R,4aR,10aR)-6-methoxy-1,2,3,4,4a,5,10,10a-octahydrobenzo[g]quinolin-3-yl]-[4-(4-nitrophenyl)piperazin-1-yl]methanone

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: 450.54

Molecular Weight (Monoisotopic): 450.2267

AlogP: 2.65

#Rotatable Bonds: 4

Polar Surface Area: 87.95

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.53

CX LogP: 3.24

CX LogD: 1.14

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.57

Np Likeness Score: -0.50

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