(R)-6,9-Dimethyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-10,11-diyl diacetate

ID: ALA4523054

PubChem CID: 146025820

Max Phase: Preclinical

Molecular Formula: C22H23NO4

Molecular Weight: 365.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)Oc1c(C)cc2c(c1OC(C)=O)-c1cccc3c1[C@@H](C2)N(C)CC3

Standard InChI:  InChI=1S/C22H23NO4/c1-12-10-16-11-18-19-15(8-9-23(18)4)6-5-7-17(19)20(16)22(27-14(3)25)21(12)26-13(2)24/h5-7,10,18H,8-9,11H2,1-4H3/t18-/m1/s1

Standard InChI Key:  IYCVIMNLFPKSNJ-GOSISDBHSA-N

Molfile:  

 
     RDKit          2D

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    6.9617   -6.0918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9617   -5.2705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2523   -4.8536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2475   -4.0369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5429   -6.0918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5454   -5.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8375   -4.8601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1266   -5.2703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1280   -6.0929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8365   -6.5015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8256   -4.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5359   -3.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5330   -2.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8206   -2.4049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1095   -2.8239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1159   -3.6414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6710   -4.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3984   -2.4213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4114   -4.0556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9544   -4.4409    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3916   -1.6041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6805   -1.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0959   -1.1896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7005   -3.6526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9961   -4.0668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6940   -2.8354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8163   -1.5877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0
  1  2  1  0
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  7  4  1  0
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  5 13  1  0
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  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
 12 13  2  0
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  3 18  1  0
 16 19  1  0
 17 20  1  0
  4 21  1  6
 19 22  1  0
 22 23  1  0
 22 24  2  0
 20 25  1  0
 25 26  1  0
 25 27  2  0
 15 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4523054

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 365.43

Molecular Weight (Monoisotopic): 365.1627

AlogP: 3.60

#Rotatable Bonds: 2

Polar Surface Area: 55.84

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.56

CX LogP: 3.43

CX LogD: 3.04

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.60

Np Likeness Score: 1.04

References

1. Park H, Urs AN, Zimmerman J, Liu C, Wang Q, Urs NM..  (2020)  Structure-Functional-Selectivity Relationship Studies of Novel Apomorphine Analogs to Develop D1R/D2R Biased Ligands.,  11  (3): [PMID:32184974] [10.1021/acsmedchemlett.9b00575]

Source

Source(1):

• Scientific Literature