1-(4a-hydroxy-9-methyl-2,3,4,4a,9,9a-hexahydro-1H-pyrido[2,3-b]indol-1-yl)pentan-1-one

ID: ALA4552013

PubChem CID: 155555861

Max Phase: Preclinical

Molecular Formula: C17H24N2O2

Molecular Weight: 288.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCC(=O)N1CCCC2(O)c3ccccc3N(C)C12

Standard InChI:  InChI=1S/C17H24N2O2/c1-3-4-10-15(20)19-12-7-11-17(21)13-8-5-6-9-14(13)18(2)16(17)19/h5-6,8-9,16,21H,3-4,7,10-12H2,1-2H3

Standard InChI Key:  RYMORYALUZSZOV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   31.1435  -12.1353    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.6558  -11.4688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1457  -10.8003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8130  -10.0453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9906   -9.9578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5021  -10.6313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8375  -11.3794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1369  -12.9588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9315  -11.0540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9267  -11.8771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6339  -12.2926    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.3503  -11.8853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3551  -11.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6434  -10.6462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9270  -10.2223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.6280  -13.1202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9079  -13.5268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.3424  -13.5370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0625  -13.1304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7727  -13.5472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4929  -13.1406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9  3  1  0
  2  1  1  0
  1 10  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  1  8  1  0
  9 10  1  0
  9 14  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
  9 15  1  0
 11 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4552013

   ---

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: 288.39

Molecular Weight (Monoisotopic): 288.1838

AlogP: 2.46

#Rotatable Bonds: 3

Polar Surface Area: 43.78

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.09

CX Basic pKa: ┄

CX LogP: 2.69

CX LogD: 2.69

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.93

Np Likeness Score: 0.56

References

1. Zheng S, Zhu R, Zhou X, Chen L, Bai H, Zhang J..  (2019)  Synthesis and biological evaluation of calycanthaceous alkaloid analogs.,  27  (21): [PMID:31521458] [10.1016/j.bmc.2019.115088]

Source

Source(1):

• Scientific Literature