7-Methoxy-3-[4-(thiophen-2-yl)butyl]-2,3,4,5-tetrahydro-1H-3-benzazepin-1-ol

ID: ALA4553195

PubChem CID: 155555376

Max Phase: Preclinical

Molecular Formula: C19H25NO2S

Molecular Weight: 331.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)CCN(CCCCc1cccs1)CC2O

Standard InChI:  InChI=1S/C19H25NO2S/c1-22-16-7-8-18-15(13-16)9-11-20(14-19(18)21)10-3-2-5-17-6-4-12-23-17/h4,6-8,12-13,19,21H,2-3,5,9-11,14H2,1H3

Standard InChI Key:  NZVPKULKIVXSNV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   15.5005   -3.0293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4993   -3.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2074   -4.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2056   -2.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9190   -3.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9142   -3.0257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5552   -2.5048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5690   -4.3556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3596   -2.6774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3720   -4.1644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7210   -3.4168    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3645   -1.7102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5381   -3.4095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9404   -2.6982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7576   -2.6909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1724   -3.3949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9896   -3.3876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7913   -4.2569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0839   -3.8478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4725   -4.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2475   -3.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2402   -2.9649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4607   -2.7194    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  5  2  0
  6  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  5  8  1  0
  7  9  1  0
  8 10  1  0
  9 11  1  0
 10 11  1  0
  7 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
  2 18  1  0
 18 19  1  0
 17 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4553195

   ---

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: 331.48

Molecular Weight (Monoisotopic): 331.1606

AlogP: 3.67

#Rotatable Bonds: 6

Polar Surface Area: 32.70

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.79

CX LogP: 3.98

CX LogD: 2.58

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.82

Np Likeness Score: -0.87

References

1. Wagner M, Schepmann D, Ametamey SM, Wünsch B..  (2019)  Modification of the 4-phenylbutyl side chain of potent 3-benzazepine-based GluN2B receptor antagonists.,  27  (16): [PMID:31255496] [10.1016/j.bmc.2019.06.035]

Source

Source(1):

• Scientific Literature