Lycosquarrine Q

ID: ALA4759550

PubChem CID: 162658602

Max Phase: Preclinical

Molecular Formula: C16H23NO2

Molecular Weight: 261.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H]1C=C2N3CCC[C@@H]4C(=O)C[C@H]([C@@H]1O)[C@]24CCC3

Standard InChI:  InChI=1S/C16H23NO2/c1-10-8-14-16-5-3-7-17(14)6-2-4-11(16)13(18)9-12(16)15(10)19/h8,10-12,15,19H,2-7,9H2,1H3/t10-,11+,12+,15+,16+/m0/s1

Standard InChI Key:  BPYRYRXBFGPQOL-NTFKUYOJSA-N

Molfile:  

 
     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
   16.5419   -5.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5419   -5.8854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2059   -4.7257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8699   -5.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2001   -5.8914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2036   -5.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5342   -4.7305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2040   -6.2658    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1994   -7.0218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8557   -7.4076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5182   -7.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5244   -6.2693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7347   -5.8772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2064   -5.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5365   -3.9588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8503   -3.9580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3721   -3.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1999   -4.3377    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.0678   -6.8058    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.1114   -3.3903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8963   -6.3016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  2  8  1  0
  4  3  1  6
  4  7  1  0
 12  5  1  0
  5  6  1  0
  6  7  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  4 12  1  0
  8 13  1  0
  4 13  1  0
 13 14  2  0
  7 15  1  0
 15 16  1  0
 14 16  1  0
 16 17  1  6
  7 18  1  6
 12 19  1  6
 15 20  1  1
  5 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4759550

   ---

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: 261.37

Molecular Weight (Monoisotopic): 261.1729

AlogP: 1.96

#Rotatable Bonds: ┄

Polar Surface Area: 40.54

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.82

CX LogP: 1.03

CX LogD: -0.40

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.72

Np Likeness Score: 1.70

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