6'-methoxy-2,2',3,3',4',5,6,9'-octahydrospiro[pyran-4,1'-pyrido[3,4-b]indole]

ID: ALA4572519

PubChem CID: 16459997

Max Phase: Preclinical

Molecular Formula: C16H20N2O2

Molecular Weight: 272.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2[nH]c3c(c2c1)CCNC31CCOCC1

Standard InChI:  InChI=1S/C16H20N2O2/c1-19-11-2-3-14-13(10-11)12-4-7-17-16(15(12)18-14)5-8-20-9-6-16/h2-3,10,17-18H,4-9H2,1H3

Standard InChI Key:  UUFLQMQYZBBTKY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 23  0  0  0  0  0  0  0  0999 V2000
    4.0455   -8.7452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7494   -8.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7417   -7.5173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0319   -7.1137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3280   -7.5289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3341   -8.3478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7923  -10.1133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2077  -10.8198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0253  -10.8122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1918   -9.4029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0081   -9.3919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4305  -10.0984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5495   -8.7719    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3066   -9.0951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2357   -9.9148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9065  -10.3835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6522  -10.0373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7231   -9.2176    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8107  -11.5325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2254  -12.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  7  8  2  0
  8  9  1  0
  9 12  2  0
 11 10  2  0
 10  7  1  0
 11 12  1  0
 12 15  1  0
 14 13  1  0
 13 11  1  0
 14 15  2  0
 14  1  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18  1  1  0
 19 20  1  0
  8 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4572519

   6-Methoxy-2,2',3,3',4,5',6',9-octahydrospiro[beta-carboline-1,4'-pyran]

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: 272.35

Molecular Weight (Monoisotopic): 272.1525

AlogP: 2.33

#Rotatable Bonds: 1

Polar Surface Area: 46.28

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.21

CX LogP: 1.32

CX LogD: -0.48

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.84

Np Likeness Score: 0.10

References

1. Rice AJ, Lei H, Santarsiero BD, Lee H, Johnson ME..  (2016)  Ca-asp bound X-ray structure and inhibition of Bacillus anthracis dihydroorotase (DHOase).,  24  (19): [PMID:27499369] [10.1016/j.bmc.2016.07.055]

Source

Source(1):

• Scientific Literature