(S)-7-ethoxy-6-methoxy-1-(2-(6-methyl-1H-indol-3-yl)ethyl)-3,4-dihydroisoquinoline-2(1H)-carbaldehyde

ID: ALA4532140

PubChem CID: 139399269

Max Phase: Preclinical

Molecular Formula: C24H28N2O3

Molecular Weight: 392.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOc1cc2c(cc1OC)CCN(C=O)[C@H]2CCc1c[nH]c2cc(C)ccc12

Standard InChI:  InChI=1S/C24H28N2O3/c1-4-29-24-13-20-17(12-23(24)28-3)9-10-26(15-27)22(20)8-6-18-14-25-21-11-16(2)5-7-19(18)21/h5,7,11-15,22,25H,4,6,8-10H2,1-3H3/t22-/m0/s1

Standard InChI Key:  ZJZPPYKGEHXILI-QFIPXVFZSA-N

Molfile:  

 
     RDKit          2D

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   37.5132  -22.3247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5120  -23.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   38.9301  -23.1473    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   40.3455  -23.1513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   38.9225  -24.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9202  -25.5993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2596  -26.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5100  -26.8574    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.5818  -26.0832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3263  -26.8578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8690  -27.4644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6672  -27.2974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9199  -26.5186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3755  -25.9154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3916  -21.9198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.3914  -21.1027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3903  -23.5558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.6829  -23.1467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2131  -27.9055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9749  -23.5547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  6  7  1  0
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  7 13  1  1
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 23 18  1  0
  1 24  1  0
 24 25  1  0
  2 26  1  0
 26 27  1  0
 21 28  1  0
 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4532140

   ---

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: 392.50

Molecular Weight (Monoisotopic): 392.2100

AlogP: 4.57

#Rotatable Bonds: 7

Polar Surface Area: 54.56

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.30

CX LogD: 4.30

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.60

Np Likeness Score: 0.16

References

1. Zhang X, Dong G, Li H, Chen W, Li J, Feng C, Gu Z, Zhu F, Zhang R, Li M, Tang W, Liu H, Xu Y..  (2019)  Structure-Aided Identification and Optimization of Tetrahydro-isoquinolines as Novel PDE4 Inhibitors Leading to Discovery of an Effective Antipsoriasis Agent.,  62  (11): [PMID:31099559] [10.1021/acs.jmedchem.9b00518]

Source

Source(1):

• Scientific Literature