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

ID: ALA249112

PubChem CID: 44441680

Max Phase: Preclinical

Molecular Formula: C26H32N4O4

Molecular Weight: 464.57

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)[C@H]1C2

Standard InChI:  InChI=1S/C26H32N4O4/c1-27-17-20(14-19-15-23-18(16-24(19)27)4-3-5-25(23)34-2)26(31)29-12-10-28(11-13-29)21-6-8-22(9-7-21)30(32)33/h3-9,19-20,24H,10-17H2,1-2H3/t19-,20-,24-/m0/s1

Standard InChI Key:  INULNSAIIZKOQE-SKPFHBQLSA-N

Molfile:  

     RDKit          2D

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  2  3  1  0
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  4 27  1  0
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M  CHG  2  34   1  36  -1
M  END

Alternative Forms

1. Parent:

   

   ALA249112

   [(3S,4aS,10aS)-6-methoxy-1-methyl-3,4,4a,5,10,10a-hexahydro-2H-benzo[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: 464.57

Molecular Weight (Monoisotopic): 464.2424

AlogP: 2.99

#Rotatable Bonds: 4

Polar Surface Area: 79.16

Molecular Species: BASE

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.34

CX LogP: 3.62

CX LogD: 1.69

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.51

Np Likeness Score: -0.60

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