rac-N-(4-Chlorophenyl)-6-(cyclopentyloxy)-7-methoxy-1-phenyl-3,4-dihydroisoquinoline-3-carboxamide

ID: ALA4537714

PubChem CID: 155548321

Max Phase: Preclinical

Molecular Formula: C28H27ClN2O3

Molecular Weight: 474.99

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C28H27ClN2O3/c1-33-25-17-23-19(16-26(25)34-22-9-5-6-10-22)15-24(31-27(23)18-7-3-2-4-8-18)28(32)30-21-13-11-20(29)12-14-21/h2-4,7-8,11-14,16-17,22,24H,5-6,9-10,15H2,1H3,(H,30,32)

Standard InChI Key:  FZYRRVJJFBUIHR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   11.3315  -15.4793    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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 32 33  2  0
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4537714

   ---

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: 474.99

Molecular Weight (Monoisotopic): 474.1710

AlogP: 6.07

#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: 12.50

CX Basic pKa: 2.84

CX LogP: 6.48

CX LogD: 6.48

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.47

Np Likeness Score: -0.33

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