zoanthenol analogue

ID: ALA91095

PubChem CID: 73352787

Max Phase: Preclinical

Molecular Formula: C19H30ClNO3

Molecular Weight: 320.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H]1C[C@@H]2C[N+]3=C4CCC[C@](C)(CC(=O)O)[C@]4(C)CC[C@@]3(C1)O2.[Cl-]

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

Standard InChI Key:  BKTAUUWYTLKKHI-CSPUNQKTSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    5.6256    0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.6331   -0.6912    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2040   -0.0137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1856   -0.5154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4466    0.2672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6264   -0.6118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2549    0.4325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1158   -1.4366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9697   -1.2397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0916    0.9038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9057    0.7753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9531    0.4561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9579    0.8642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6833    0.4712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3863    0.9029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7242    0.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7165   -0.7755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7328   -1.1328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7168    1.0467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7057   -0.3535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8021   -0.1849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9518    1.1998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5411   -0.9675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4249    0.5191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5882   -0.3153    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  4  2  2  0
  5  4  1  0
  3  6  1  6
  7  5  1  0
  8  2  1  0
  9  8  1  0
 10  5  1  0
  3 11  1  0
 12  3  1  0
  7 13  1  0
 14 13  1  0
 15 14  2  0
 16 12  1  0
 17  9  1  0
 18  4  1  0
  5 19  1  6
 20 14  1  0
 21 23  1  0
  7 22  1  6
 23 18  1  0
 16 24  1  6
  9  6  1  0
 10 11  1  0
 16 17  1  0
 21  7  1  0
  9 25  1  6
M  CHG  2   1  -1   2   1
M  END

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: 320.45

Molecular Weight (Monoisotopic): 320.2220

AlogP: 3.43

#Rotatable Bonds: 2

Polar Surface Area: 49.54

Molecular Species: ACID

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.61

CX Basic pKa: ┄

CX LogP: 0.07

CX LogD: 0.84

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.79

Np Likeness Score: 1.37

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