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

ID: ALA4570183

PubChem CID: 155562534

Max Phase: Preclinical

Molecular Formula: C16H22N2O2

Molecular Weight: 274.36

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C16H22N2O2/c1-11(2)14(19)18-10-6-9-16(20)12-7-4-5-8-13(12)17(3)15(16)18/h4-5,7-8,11,15,20H,6,9-10H2,1-3H3

Standard InChI Key:  KNUQICJQBSMNPD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   24.1284  -12.1710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.6411  -11.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1307  -10.8329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7941  -10.0785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9724   -9.9911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4884  -10.6641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8235  -11.4157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1219  -12.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9158  -11.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9110  -11.9089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6176  -12.3240    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.3335  -11.9171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3382  -11.0945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6271  -10.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9113  -10.2554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6118  -13.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8922  -13.5572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3255  -13.5716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3197  -14.3985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0410  -13.1611    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
 18 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4570183

   ---

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: 274.36

Molecular Weight (Monoisotopic): 274.1681

AlogP: 1.93

#Rotatable Bonds: 1

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: 2.35

CX LogD: 2.35

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.85

Np Likeness Score: 0.46

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