(+/-)-3a,8-dimethyl-5-p-tolyl-2,3,3a,4,5,9b-hexahydro-1H-pyrrolo[2,3-c]quinoline

ID: ALA4476396

PubChem CID: 153287567

Max Phase: Preclinical

Molecular Formula: C20H24N2

Molecular Weight: 292.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(N2C[C@@]3(C)NCC[C@H]3c3cc(C)ccc32)cc1

Standard InChI:  InChI=1S/C20H24N2/c1-14-4-7-16(8-5-14)22-13-20(3)18(10-11-21-20)17-12-15(2)6-9-19(17)22/h4-9,12,18,21H,10-11,13H2,1-3H3/t18-,20+/m0/s1

Standard InChI Key:  QXRFTZSLKJIIFB-AZUAARDMSA-N

Molfile:  

 
     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   28.2541  -10.5822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5488  -10.1695    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.8435  -11.3994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8460  -10.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1423  -10.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4355  -10.5821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4369  -11.4006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1413  -11.8050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2541  -11.3994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5545  -11.8057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7247  -12.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5296  -12.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8566  -11.9392    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.9714  -12.3817    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   28.9566  -10.9867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5491   -9.3555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2578   -8.9462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2567   -8.1298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5477   -7.7216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8384   -8.1359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8430   -8.9509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5452   -6.9044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7301  -11.8106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0
  3 10  1  0
  9  1  1  0
  1  2  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  3  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13  9  1  0
 10 14  1  6
  9 15  1  6
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  2 16  1  0
 19 22  1  0
  7 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476396

   ---

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: 292.43

Molecular Weight (Monoisotopic): 292.1939

AlogP: 4.29

#Rotatable Bonds: 1

Polar Surface Area: 15.27

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.62

CX LogP: 4.57

CX LogD: 1.64

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.84

Np Likeness Score: 0.01

References

1. Porter MR, Xiao H, Wang J, Smith SB, Topczewski JJ..  (2019)  3-Amino-chromanes and Tetrahydroquinolines as Selective 5-HT2B, 5-HT7, or σ1 Receptor Ligands.,  10  (10): [PMID:31620230] [10.1021/acsmedchemlett.9b00225]

Source

Source(1):

• Scientific Literature