(R)-4,11-Dimethoxy-14-methyl-7,8,13b,14-tetrahydroindolo-[2',3':3,4]pyrido[2,1-b]quinazolin-5(13H)-one

ID: ALA4757184

PubChem CID: 162656886

Max Phase: Preclinical

Molecular Formula: C21H21N3O3

Molecular Weight: 363.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2c3c([nH]c2c1)[C@H]1N(CC3)C(=O)c2c(OC)cccc2N1C

Standard InChI:  InChI=1S/C21H21N3O3/c1-23-16-5-4-6-17(27-3)18(16)21(25)24-10-9-14-13-8-7-12(26-2)11-15(13)22-19(14)20(23)24/h4-8,11,20,22H,9-10H2,1-3H3/t20-/m1/s1

Standard InChI Key:  WNMIZGXEPWFQCU-HXUWFJFHSA-N

Molfile:  

 
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   13.7762   -6.1564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4379   -6.8982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9113   -7.5651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7231   -7.4902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.6590   -6.7668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9474   -7.1679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.7337   -7.0122    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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 13 28  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4757184

   ---

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: 363.42

Molecular Weight (Monoisotopic): 363.1583

AlogP: 3.33

#Rotatable Bonds: 2

Polar Surface Area: 57.80

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.00

CX LogD: 3.00

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.76

Np Likeness Score: 0.23

References

1. Zhang T,Lai Z,Yuan S,Huang YY,Dong G,Sheng C,Ke H,Luo HB.  (2020)  Discovery of Evodiamine Derivatives as Highly Selective PDE5 Inhibitors Targeting a Unique Allosteric Pocket.,  63  (17): [PMID:32794708] [10.1021/acs.jmedchem.0c00983]

Source

Source(1):

• Scientific Literature