(1,9-dihydroxy-2,10-dimethoxy-6a,7-dihydro-4H-dibenzo[de,g]quinolin-6(5H)-yl)(3,5-dimethylphenyl)methanone

ID: ALA4852277

PubChem CID: 164611731

Max Phase: Preclinical

Molecular Formula: C27H27NO5

Molecular Weight: 445.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1O)CC1c3c(cc(OC)c(O)c3-2)CCN1C(=O)c1cc(C)cc(C)c1

Standard InChI:  InChI=1S/C27H27NO5/c1-14-7-15(2)9-18(8-14)27(31)28-6-5-16-12-23(33-4)26(30)25-19-13-22(32-3)21(29)11-17(19)10-20(28)24(16)25/h7-9,11-13,20,29-30H,5-6,10H2,1-4H3

Standard InChI Key:  GUARNARGYQHCJL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   29.3131  -15.5248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0194  -14.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7280  -14.7017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1449  -15.5243    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   30.0216  -15.9287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4291  -16.7410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   30.0224  -19.1722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.6111  -18.3543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.9046  -17.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8500  -15.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8447  -16.7547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.5603  -15.5335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2617  -15.9497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9715  -15.5464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9772  -14.7284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2672  -14.3153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5602  -14.7210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2696  -13.4981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6764  -15.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  4  3  2  0
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  4  8  1  0
  4  7  1  0
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 16 17  2  0
 17 12  1  0
  2 18  1  0
  1 19  1  0
 19 20  1  0
 16 21  1  0
 15 22  1  0
 22 23  1  0
  5 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 30 32  1  0
 28 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4852277

   ---

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: 445.52

Molecular Weight (Monoisotopic): 445.1889

AlogP: 4.69

#Rotatable Bonds: 3

Polar Surface Area: 79.23

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.30

CX Basic pKa: ┄

CX LogP: 4.89

CX LogD: 4.88

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.61

Np Likeness Score: 0.64

References

1. Chang L, Zhang Q, Tang Y, Fang Y, Dou R, Chu Y, Xia Y, Wei Z, Chen L, Dai Y..  (2021)  Synthesis of norisoboldine derivatives and bioactivity assay for inducing the generation of regulatory T cells.,  37  [PMID:33556569] [10.1016/j.bmcl.2021.127844]

Source

Source(1):

• Scientific Literature