panepophenanthrine

ID: ALA2046774

Cas Number: 409064-57-9

PubChem CID: 10432257

Max Phase: Preclinical

Molecular Formula: C22H28O8

Molecular Weight: 420.46

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Synonyms: Panepophenanthrine | panepophenanthrin|(+)-Panepophenanthrin|Panepophenanthrin [MI]|791VPS8I0J|CHEMBL2046774|409064-57-9|(1aS,1bR,3aS,5aS,6aS,7R,7aS,7bS,7Cs,8R,8aS)-1a,1b,3,3a,5a,6a,7,7a,7b,7c,8,8a-dodecahydro-1b,7,8-trihydroxy-7C-((1E)-3-hydroxy-3-methyl-1-buten-1-yl)-3,3-dimethyl-5H-bisoxireno(2,3:6,7)phenanthro(1,10-bc)furan-5-one|(1S,2S,3R,4S,6S,10S,13R,14S,16S,17R,18S)-3,13,17-trihydroxy-18-[(E)-3-hydroxy-3-methylbut-1-enyl]-11,11-dimethyl-5,12,15-trioxahexacyclo[8.7.1.02,8.04,6.013,18.014,Show More⌵

Canonical SMILES: CC(C)(O)/C=C/[C@@]12[C@H]3[C@@H](O)[C@@H]4O[C@@H]4[C@]1(O)OC(C)(C)[C@H]2C=C1C(=O)[C@H]2O[C@H]2[C@H](O)[C@H]13

Standard InChI: InChI=1S/C22H28O8/c1-19(2,26)5-6-21-9-7-8-10(13(24)16-15(28-16)12(8)23)11(21)14(25)17-18(29-17)22(21,27)30-20(9,3)4/h5-7,9-11,13-18,24-27H,1-4H3/b6-5+/t9-,10-,11-,13-,14-,15-,16+,17+,18+,21-,22+/m1/s1

Standard InChI Key: WQBRQZUREPTGLI-ODDMXWQNSA-N

Molfile:

     RDKit          2D

 37 42  0  0  0  0  0  0  0  0999 V2000
    7.6709  -10.6963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5434   -9.8812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9013  -10.3992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0625  -13.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4990  -13.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7829  -12.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4973  -13.1530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7831  -11.9148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2122  -12.7416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9232  -13.1514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9229  -11.5030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4997  -11.5019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2088  -11.9158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7477  -10.6948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5042  -10.9125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6384  -11.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6450  -12.7382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3561  -12.3199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6375  -13.5625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2208  -11.3250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9219  -13.9764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4917  -12.3250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0792  -13.7333    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2143  -14.3904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3488  -12.7362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7870  -14.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0625  -13.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0675  -14.8129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4958  -14.8042    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3458  -13.5667    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3708  -10.3583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0853   -9.9458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0853   -9.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7998   -8.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3708   -8.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0792   -8.2917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8325  -11.0167    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0
 18 17  1  0
 16 18  1  0
  6  8  2  0
  7  9  1  0
 12  8  1  0
 17 19  1  6
 13  9  1  0
 16 20  1  6
  2  1  1  0
 10 21  1  6
  4  6  1  0
  9 22  1  6
 26  5  1  0
  7 23  1  1
 13 11  1  0
  5 24  1  1
  9 10  1  0
  4 25  2  0
 27 26  1  0
 28 27  1  0
 26 28  1  0
 10 17  1  0
 16 11  1  0
 12 13  1  0
  5  7  1  0
 26 29  1  1
  6  7  1  0
 27 30  1  1
  1  3  1  0
 14  1  1  0
 31 32  2  0
 12  1  1  0
 32 33  1  0
 14 11  1  0
 33 34  1  0
  4 27  1  0
 33 35  1  0
 11 15  1  6
 33 36  1  0
 13 31  1  6
 12 37  1  1
M  END

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

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: 420.46	Molecular Weight (Monoisotopic): 420.1784	AlogP: -0.56	#Rotatable Bonds: 2
Polar Surface Area: 132.28	Molecular Species: NEUTRAL	HBA: 8	HBD: 4
#RO5 Violations: ┄	HBA (Lipinski): 8	HBD (Lipinski): 4	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: 10.60	CX Basic pKa: ┄	CX LogP: -0.56	CX LogD: -0.56
Aromatic Rings: ┄	Heavy Atoms: 30	QED Weighted: 0.35	Np Likeness Score: 3.24

References

1. Yamanokuchi R, Imada K, Miyazaki M, Kato H, Watanabe T, Fujimuro M, Saeki Y, Yoshinaga S, Terasawa H, Iwasaki N, Rotinsulu H, Losung F, Mangindaan RE, Namikoshi M, de Voogd NJ, Yokosawa H, Tsukamoto S.. (2012) Hyrtioreticulins A-E, indole alkaloids inhibiting the ubiquitin-activating enzyme, from the marine sponge Hyrtios reticulatus., 20 (14): [PMID:22695182] [10.1016/j.bmc.2012.05.044]

panepophenanthrine

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Biocomponents

Calculated Properties

References

Source