Lycosquarrine D

ID: ALA4783020

PubChem CID: 162664198

Max Phase: Preclinical

Molecular Formula: C16H25NO2

Molecular Weight: 263.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@H]1C[C@H]2C[C@@H]3O[C@]24[C@H](O)CCN2CCC[C@@H]3[C@]24C1

Standard InChI:  InChI=1S/C16H25NO2/c1-10-7-11-8-13-12-3-2-5-17-6-4-14(18)16(11,19-13)15(12,17)9-10/h10-14,18H,2-9H2,1H3/t10-,11+,12+,13+,14-,15+,16+/m1/s1

Standard InChI Key:  GVWVPTOLRQLUFK-ABDZMETNSA-N

Molfile:  

 
     RDKit          2D

 22 26  0  0  0  0  0  0  0  0999 V2000
   33.9547   -4.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9547   -4.9197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6212   -4.9256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6246   -4.1497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9552   -3.7606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2793   -4.9196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6168   -5.2959    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.6122   -6.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2726   -6.4460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9434   -6.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9496   -5.2994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5614   -4.5276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3084   -2.8726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9576   -2.8981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6187   -3.7558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2797   -4.1420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6168   -3.3719    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   36.6126   -5.6832    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   34.6187   -2.9867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.8787   -2.1775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8037   -4.7422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.3834   -5.2204    0.0000 H   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  1  0
  5 17  1  6
 11 18  1  1
 15 19  1  1
 13 20  1  6
 16 21  1  6
  3 21  1  0
  3 22  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4783020

   ---

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: 263.38

Molecular Weight (Monoisotopic): 263.1885

AlogP: 1.79

#Rotatable Bonds: ┄

Polar Surface Area: 32.70

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.89

CX Basic pKa: 9.69

CX LogP: 1.24

CX LogD: -1.03

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.72

Np Likeness Score: 2.63

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