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

ID: ALA4783742

PubChem CID: 162665444

Max Phase: Preclinical

Molecular Formula: C21H21N3O3

Molecular Weight: 363.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2c3c([nH]c2c1)C1N(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

Standard InChI Key:  WNMIZGXEPWFQCU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   14.7553   -8.6438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4129   -9.3856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8864  -10.0525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5481  -10.7943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0216  -11.4612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8333  -11.3863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1757  -10.6404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7022   -9.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0405   -9.2317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8564   -9.1568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7323  -10.8734    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3940  -11.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2588  -10.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6012   -9.4605    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1278   -8.7977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3119   -8.8726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4471  -10.2814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9736   -9.6144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1923   -9.8606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4900   -9.4446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7784   -9.8457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7692  -10.6629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0577  -11.0640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3553  -10.6481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4716  -11.0788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1832  -10.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9603  -10.9367    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  2 14  1  0
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 26 27  1  0
 17 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4783742

   ---

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