NA

ID: ALA4791445

PubChem CID: 162672226

Max Phase: Preclinical

Molecular Formula: C16H25NO2

Molecular Weight: 263.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H]1C[C@]23C4=CCCN2CCC[C@H]3[C@@H](O)C[C@@H]4[C@@H]1O

Standard InChI:  InChI=1S/C16H25NO2/c1-10-9-16-12-4-2-6-17(16)7-3-5-13(16)14(18)8-11(12)15(10)19/h4,10-11,13-15,18-19H,2-3,5-9H2,1H3/t10-,11-,13-,14-,15+,16+/m0/s1

Standard InChI Key:  PXIJNOBGBVEBHU-ZLUAVYQLSA-N

Molfile:  

 
     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
   31.3009   -5.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3009   -6.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9385   -6.0606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9419   -5.2930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2808   -4.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6131   -6.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9547   -6.4268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.9502   -7.1828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6064   -7.5645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2689   -7.1923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2751   -6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7590   -5.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7838   -4.3088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2831   -4.3302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9567   -4.9031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6135   -5.2852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9382   -4.5234    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   33.9341   -6.8099    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   34.5960   -6.4475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2194   -3.7300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8621   -3.7659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1 15  1  0
  2  7  1  0
 16  6  1  0
 16  5  1  0
 11  3  1  0
  3  4  1  0
  4  5  1  0
  6  7  1  0
  6 11  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  6 12  1  1
 12 13  1  0
  5 14  1  0
 14 13  1  0
 16 15  2  0
  5 17  1  6
 11 18  1  1
  3 19  1  6
 13 20  1  6
 14 21  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4791445

   ---

Molecule Features

Natural Product: Yes

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: 263.38

Molecular Weight (Monoisotopic): 263.1885

AlogP: 1.55

#Rotatable Bonds: ┄

Polar Surface Area: 43.70

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.84

CX LogP: 0.67

CX LogD: -1.74

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.65

Np Likeness Score: 2.83

References

1. Zhu X,Xia D,Zhou Z,Xie S,Shi Z,Chen G,Wang L,Pan K.  (2020)  Lycosquarrines A-R, Lycopodium Alkaloids from Phlegmariurus squarrosus.,  83  (10): [PMID:32941036] [10.1021/acs.jnatprod.9b00815]

Source

Source(1):

• Scientific Literature