Anthopogochromane

ID: ALA1172600

PubChem CID: 46872460

Max Phase: Preclinical

Molecular Formula: C23H30O5

Molecular Weight: 386.49

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Anthopogochromane | ANTHOPOGOCHROMANE|CHEMBL1172600

Canonical SMILES:  Cc1cc2c(c(O)c1C(=O)O)[C@H]1[C@@H]3[C@@](C)(CCC[C@]3(C)O2)[C@H]1C(=O)CC(C)C

Standard InChI:  InChI=1S/C23H30O5/c1-11(2)9-13(24)18-17-16-14(10-12(3)15(19(16)25)21(26)27)28-23(5)8-6-7-22(18,4)20(17)23/h10-11,17-18,20,25H,6-9H2,1-5H3,(H,26,27)/t17-,18+,20-,22+,23+/m1/s1

Standard InChI Key:  AVPXOZYNMYVDJM-XAZGASFZSA-N

Molfile:  

     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
    1.8792   -3.3622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8780   -4.1892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5925   -4.6017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5907   -2.9497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3056   -3.3586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3091   -4.1912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0278   -4.6022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0210   -2.9371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5882   -2.1252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7444   -3.3527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7455   -4.1870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4645   -4.6008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1871   -4.1852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1860   -3.3508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7287   -2.5150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4411   -2.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3393   -1.7882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7740   -1.0876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5152   -1.7620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1258   -1.0353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3016   -1.0090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5604   -0.3346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3007   -2.5211    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1532   -2.5127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7374   -5.0113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4536   -3.7620    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1623   -2.9516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1621   -2.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4483   -3.3640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1632   -4.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3083   -1.9250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
 14 16  1  0
  1  2  2  0
  8 15  1  0
  5  8  1  0
 15 16  1  0
  6  7  1  0
 15 17  1  0
  7 11  1  0
 17 18  2  0
 10  8  1  0
 17 19  1  0
  5  4  2  0
 19 20  1  0
  4  9  1  0
 20 21  1  0
 10 11  1  0
 20 22  1  0
  4  1  1  0
  8 23  1  1
  5  6  1  0
 16 24  1  1
  2  3  1  0
 11 25  1  1
  3  6  2  0
 10 26  1  1
 10 16  1  0
 11 12  1  0
 12 13  1  0
 27 28  1  0
 27 29  2  0
  1 27  1  0
  2 30  1  0
 15 31  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA1172600

   ANTHOPOGOCHROMANE

Molecule Features

Natural Product: Yes

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: 386.49

Molecular Weight (Monoisotopic): 386.2093

AlogP: 4.68

#Rotatable Bonds: 4

Polar Surface Area: 83.83

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.93

CX Basic pKa: ┄

CX LogP: 5.33

CX LogD: 1.85

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.78

Np Likeness Score: 2.05

References

1. Iwata N, Kitanaka S..  (2010)  Tetracyclic chromane derivatives from Rhododendron anthopogonoides.,  73  (7): [PMID:20586436] [10.1021/np900543r]

Source

Source(1):

• Scientific Literature