zoanthenol analogue

ID: ALA90372

PubChem CID: 73348232

Max Phase: Preclinical

Molecular Formula: C30H42ClNO5

Molecular Weight: 496.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=CC(=O)[C@@H]2[C@@H](C1)[C@]1(C)CC3=[N+]4C[C@H]5C[C@H](C)C[C@]4(CC[C@@]3(C)[C@@](C)(CC(=O)O)[C@H]1C(=O)[C@@H]2C)O5.[Cl-]

Standard InChI:  InChI=1S/C30H41NO5.ClH/c1-16-10-20-24(21(32)11-16)18(3)25(35)26-27(20,4)13-22-28(5,29(26,6)14-23(33)34)7-8-30-12-17(2)9-19(36-30)15-31(22)30;/h11,17-20,24,26H,7-10,12-15H2,1-6H3;1H/t17-,18+,19+,20+,24-,26-,27-,28+,29-,30-;/m0./s1

Standard InChI Key:  BGAWUVJNOBOGCZ-LTTQUQGHSA-N

Molfile:  

     RDKit          2D

 41 45  0  0  0  0  0  0  0  0999 V2000
    5.7457    0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4698   -0.8090    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7737   -0.3436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2503   -0.3898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6530   -0.2640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6070    0.5597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8197    0.4801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1293    0.9318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2974    1.0114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3894   -0.6360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0797   -0.1843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0337    0.6394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8161   -0.5563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0373   -0.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4224   -1.1015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8621   -1.3800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1717   -1.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4354   -1.4597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1199   -0.2294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0400    2.3506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2514    1.8352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5065   -0.1046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7792    2.4484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6993   -0.8599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3752   -1.6558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6990   -1.0877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6940    1.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8560    1.3043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5342    3.0112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7241    1.0911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2177   -2.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5112   -0.7136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5526   -1.1835    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9165    0.3632    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5513    1.5581    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4963   -0.8119    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0
  4  2  1  0
  5 14  1  0
  6  5  1  0
  7  3  1  0
  8  7  1  0
  9  6  1  0
 10  5  1  0
 11 10  1  0
 12 11  1  0
 13 11  1  0
 14  3  1  0
  4 15  1  6
 16 19  2  0
 17  2  1  0
 18 22  1  0
 19 23  1  0
 20 17  1  0
  8 21  1  0
  4 22  1  0
 23 10  1  0
 24  4  1  0
 25 21  1  0
 26  9  2  0
 27 13  2  0
 28 25  2  0
 29 24  1  0
 30 20  1  0
  5 31  1  1
  8 32  1  6
  7 33  1  6
 34 25  1  0
 12 35  1  6
 36 19  1  0
 29 37  1  6
 10 38  1  6
 11 39  1  1
  6 40  1  6
 20 15  1  0
 29 30  1  0
 18  7  1  0
  6  8  1  0
  9 12  1  0
 16 13  1  0
 20 41  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: 496.67

Molecular Weight (Monoisotopic): 496.3057

AlogP: 4.64

#Rotatable Bonds: 2

Polar Surface Area: 83.68

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.50

CX Basic pKa: ┄

CX LogP: 1.31

CX LogD: 2.08

Aromatic Rings: ┄

Heavy Atoms: 36

QED Weighted: 0.56

Np Likeness Score: 1.70

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