Lycosquarrine P

ID: ALA4760154

PubChem CID: 162658534

Max Phase: Preclinical

Molecular Formula: C17H27NO3

Molecular Weight: 293.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CO[C@@]12C[C@@H]3C[C@@H](C)C[C@@]4(O1)N1CCC[C@@]2(O)[C@]34CCC1

Standard InChI:  InChI=1S/C17H27NO3/c1-12-9-13-11-17(20-2)15(19)6-4-8-18-7-3-5-14(13,15)16(18,10-12)21-17/h12-13,19H,3-11H2,1-2H3/t12-,13+,14+,15-,16+,17+/m1/s1

Standard InChI Key:  WOKYPMJSADPJHH-GGUVTUNTSA-N

Molfile:  

 
     RDKit          2D

 22 26  0  0  0  0  0  0  0  0999 V2000
    9.3317   -4.7381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3317   -5.5140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9998   -4.3460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6721   -4.7381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0146   -5.5200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0181   -4.7441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3446   -4.3508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9978   -5.8985    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9933   -6.6628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6578   -7.0527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3286   -6.6723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3348   -5.9019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4489   -5.0022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3924   -5.3530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0003   -4.8536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3469   -3.5708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5657   -3.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1700   -2.8999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0144   -3.9539    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6702   -5.9394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6333   -6.7187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8823   -6.4467    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
  5 13  1  0
  4 12  1  0
  8 14  1  0
 14 13  1  0
  4 14  1  0
 14 15  1  1
  7 16  1  0
 16 17  1  0
 15 17  1  0
 17 18  1  6
  7 19  1  6
  5 20  1  6
 20 21  1  0
 12 22  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4760154

   ---

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: 293.41

Molecular Weight (Monoisotopic): 293.1991

AlogP: 2.11

#Rotatable Bonds: 1

Polar Surface Area: 41.93

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.50

CX Basic pKa: 7.94

CX LogP: 2.25

CX LogD: 1.60

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.80

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