5-[3-(dimethylamino)propyl]-11,12-dihydrobenzo[c][1]benzazocin-6-one

ID: ALA4756695

PubChem CID: 162655663

Max Phase: Preclinical

Molecular Formula: C20H24N2O

Molecular Weight: 308.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)CCCN1C(=O)c2ccccc2CCc2ccccc21

Standard InChI:  InChI=1S/C20H24N2O/c1-21(2)14-7-15-22-19-11-6-4-9-17(19)13-12-16-8-3-5-10-18(16)20(22)23/h3-6,8-11H,7,12-15H2,1-2H3

Standard InChI Key:  JNPCKUNFTKRCJC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   31.4150   -2.8808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4139   -3.7003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1219   -4.1093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1202   -2.4719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2379   -4.2630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4193   -4.2698    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.8356   -3.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8288   -2.8772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4028   -2.2935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2214   -2.2867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8035   -2.8602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8119   -3.6793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5244   -4.0798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2290   -3.6622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2165   -2.8400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5035   -2.4432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5569   -5.0153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.0054   -4.9733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1883   -4.9666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7739   -5.6710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9568   -5.6643    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5424   -6.3687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5540   -4.9533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  7  2  0
  8  4  2  0
  4  1  1  0
 12  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  5 17  2  0
  6 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4756695

   ---

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: 308.43

Molecular Weight (Monoisotopic): 308.1889

AlogP: 3.38

#Rotatable Bonds: 4

Polar Surface Area: 23.55

Molecular Species: BASE

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.30

CX LogP: 3.57

CX LogD: 1.68

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.86

Np Likeness Score: -0.91

References

1. Bieszczad B,Siwek A,Wilczek M,Trzybiński D,Woźniak K,Satała G,Bojarski AJ,Mieczkowski A.  (2020)  Synthesis, crystal structure and biological activity of novel analogues of tricyclic drugs.,  30  (21.0): [PMID:32798652] [10.1016/j.bmcl.2020.127493]

Source

Source(1):

• Scientific Literature