zoanthenol analogue

ID: ALA90316

PubChem CID: 73355868

Max Phase: Preclinical

Molecular Formula: C19H29NO3

Molecular Weight: 319.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H]1C[C@@H]2CN3C45CCC[C@](C)(CC(=O)O4)[C@]5(C)CC[C@@]3(C1)O2

Standard InChI:  InChI=1S/C19H29NO3/c1-13-9-14-12-20-18(10-13,22-14)8-7-17(3)16(2)5-4-6-19(17,20)23-15(21)11-16/h13-14H,4-12H2,1-3H3/t13-,14+,16+,17-,18-,19?/m0/s1

Standard InChI Key:  HPQRXGNIEYOBRA-OLTOXHIDSA-N

Molfile:  

     RDKit          2D

 24 28  0  0  1  0  0  0  0  0999 V2000
   -1.4176   -1.8153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6170   -1.5699    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0098   -2.1959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5817   -2.4975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6945   -1.2482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9738   -1.7839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3794   -1.5638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0889   -0.5386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2001   -0.7858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0198   -3.2054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6676   -0.9087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2246   -1.1837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2196   -3.0076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7965   -2.5998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2122    0.2772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0536   -1.1027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5328   -2.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4514   -1.3071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2688   -2.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6193   -1.0358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0494   -2.6054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0872   -0.3913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2683   -2.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3668   -1.8624    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  1  1  0
  5  1  1  0
  6  4  1  0
  3  7  1  6
  8  5  1  0
  9  2  1  0
 10  4  1  0
 11  9  1  0
 12  8  1  0
 13 10  1  0
 14  3  1  0
 15  8  2  0
 16  1  1  0
 17 14  1  0
 18 11  1  0
  4 19  1  6
 20 22  1  0
  6 21  1  1
 22 16  1  0
 17 23  1  6
 20  6  1  0
  6 12  1  0
  3 13  1  0
 11  7  1  0
 17 18  1  0
 11 24  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA90316

   (4R,6S,8S,11S,12R)-6,11,12-trimethyl-15,19-dioxa-2-azapentacyclo[10.3.3.14,8.01,11.02,8]nonadecan-14-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 319.45

Molecular Weight (Monoisotopic): 319.2147

AlogP: 3.45

#Rotatable Bonds: ┄

Polar Surface Area: 38.77

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.38

CX LogP: 3.74

CX LogD: 3.74

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.64

Np Likeness Score: 1.81

References

1. Hirai G, Oguri H, Hayashi M, Koyama K, Koizumi Y, Moharram SM, Hirama M..  (2004)  Synthesis and preliminary biological evaluation of truncated zoanthenol analogues.,  14  (10): [PMID:15109670] [10.1016/j.bmcl.2004.02.064]

Source

Source(1):

• Scientific Literature