rac-6-(Cyclopentyloxy)-7-methoxy-1-phenyl-N-(p-tolyl)-3,4-dihydroisoquinoline-3-carboxamide

ID: ALA4529642

PubChem CID: 155545548

Max Phase: Preclinical

Molecular Formula: C29H30N2O3

Molecular Weight: 454.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OC1CCCC1)CC(C(=O)Nc1ccc(C)cc1)N=C2c1ccccc1

Standard InChI:  InChI=1S/C29H30N2O3/c1-19-12-14-22(15-13-19)30-29(32)25-16-21-17-27(34-23-10-6-7-11-23)26(33-2)18-24(21)28(31-25)20-8-4-3-5-9-20/h3-5,8-9,12-15,17-18,23,25H,6-7,10-11,16H2,1-2H3,(H,30,32)

Standard InChI Key:  VMISFRHYDNYLNR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   24.8921   -6.0354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6070   -6.4483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6052   -4.7953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   27.0453   -7.2737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1788   -4.7958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   24.1774   -6.4473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   28.4707   -3.9589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.9020   -4.7794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   30.6072   -3.5418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8974   -3.9581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0405   -3.5362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3319   -7.6881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   27.7631   -8.5093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7609   -7.6843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 26 29  1  0
 11 30  1  0
 11 34  2  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4529642

   ---

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: 454.57

Molecular Weight (Monoisotopic): 454.2256

AlogP: 5.73

#Rotatable Bonds: 6

Polar Surface Area: 59.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.58

CX Basic pKa: 3.24

CX LogP: 6.39

CX LogD: 6.39

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.52

Np Likeness Score: -0.25

References

1. Liao Y, Jia X, Tang Y, Li S, Zang Y, Wang L, Cui ZN, Song G..  (2019)  Discovery of novel inhibitors of phosphodiesterase 4 with 1-phenyl-3,4-dihydroisoquinoline scaffold: Structure-based drug design and fragment identification.,  29  (22): [PMID:31610942] [10.1016/j.bmcl.2019.126720]

Source

Source(1):

• Scientific Literature