7-Methoxy-3-[4-(pyridin-3-yl)but-3-yn-1-yl]-2,3,4,5-tetrahydro-1H-3-benzazepin-1-ol

ID: ALA4520882

PubChem CID: 155542552

Max Phase: Preclinical

Molecular Formula: C20H22N2O2

Molecular Weight: 322.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)CCN(CCC#Cc1cccnc1)CC2O

Standard InChI:  InChI=1S/C20H22N2O2/c1-24-18-7-8-19-17(13-18)9-12-22(15-20(19)23)11-3-2-5-16-6-4-10-21-14-16/h4,6-8,10,13-14,20,23H,3,9,11-12,15H2,1H3

Standard InChI Key:  MGYGDJKTIUJLQW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    3.2261  -26.9549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2249  -27.7744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9330  -28.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9312  -26.5460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6446  -27.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6398  -26.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2808  -26.4304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2946  -28.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0853  -26.6030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0976  -28.0900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4466  -27.3423    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0901  -25.6357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2638  -27.3351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6660  -26.6237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4832  -26.6164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2984  -26.6047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1155  -26.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5321  -27.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3485  -27.2844    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7476  -26.5703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3245  -25.8663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5095  -25.8812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5169  -28.1825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8095  -27.7733    0.0000 C   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  3  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
  2 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4520882

   ---

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: 322.41

Molecular Weight (Monoisotopic): 322.1681

AlogP: 2.42

#Rotatable Bonds: 3

Polar Surface Area: 45.59

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.04

CX LogP: 2.44

CX LogD: 1.71

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.88

Np Likeness Score: -0.38

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