5-[2-(dimethylamino)ethyl]-11,12-dihydrobenzo[c][1]benzazocin-6-one

ID: ALA4744893

PubChem CID: 162647537

Max Phase: Preclinical

Molecular Formula: C19H22N2O

Molecular Weight: 294.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)CCN1C(=O)c2ccccc2CCc2ccccc21

Standard InChI:  InChI=1S/C19H22N2O/c1-20(2)13-14-21-18-10-6-4-8-16(18)12-11-15-7-3-5-9-17(15)19(21)22/h3-10H,11-14H2,1-2H3

Standard InChI Key:  BTCYIPDQTUQALX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   21.4313   -2.7900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4301   -3.6095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1382   -4.0185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1364   -2.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2541   -4.1722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4355   -4.1790    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8518   -3.6050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8450   -2.7864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4190   -2.2027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2377   -2.1959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8197   -2.7694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8282   -3.5885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5407   -3.9890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2452   -3.5714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2328   -2.7492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5197   -2.3524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5732   -4.9246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0217   -4.8825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2045   -4.8758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7902   -5.5802    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9730   -5.5735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1930   -6.2912    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
 20 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4744893

   ---

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: 294.40

Molecular Weight (Monoisotopic): 294.1732

AlogP: 2.99

#Rotatable Bonds: 3

Polar Surface Area: 23.55

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.23

CX LogP: 3.51

CX LogD: 2.62

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.87

Np Likeness Score: -0.88

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