5,20,2'-Triacetoxygnidimacrin

ID: ALA4537465

PubChem CID: 155548357

Max Phase: Preclinical

Molecular Formula: C50H60O15

Molecular Weight: 901.01

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: C=C(C)[C@]12C[C@@H](COC(=O)c3ccccc3)[C@@]34OC5(O[C@@H]1[C@@H]3[C@@H]1O[C@]1(COC(C)=O)[C@@H](OC(C)=O)[C@@]1(O)[C@H]4[C@H]([C@H](C)[C@@H]1OC(=O)c1ccccc1)[C@H](C)CCCCCC[C@H]5OC(C)=O)O2

Standard InChI: InChI=1S/C50H60O15/c1-27(2)46-24-35(25-57-43(54)33-19-13-10-14-20-33)49-38-41(46)63-50(64-46,65-49)36(59-31(6)52)23-17-9-8-12-18-28(3)37-29(4)40(61-44(55)34-21-15-11-16-22-34)48(56,39(37)49)45(60-32(7)53)47(42(38)62-47)26-58-30(5)51/h10-11,13-16,19-22,28-29,35-42,45,56H,1,8-9,12,17-18,23-26H2,2-7H3/t28-,29+,35+,36-,37+,38-,39-,40+,41-,42+,45-,46-,47+,48-,49-,50?/m1/s1

Standard InChI Key: JCIZJEYJQGZHNN-REVPULNGSA-N

Molfile:

 
     RDKit          2D

 70 78  0  0  0  0  0  0  0  0999 V2000
   20.7983   -1.2659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7971   -2.0948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5072   -2.5040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2278   -2.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2248   -1.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5053   -0.8524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2811   -4.5714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2019   -4.7340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6569   -4.0615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0800   -4.8879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0800   -4.0615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3685   -3.6439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6562   -4.8916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3685   -5.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1270   -6.6624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6583   -5.9901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8880   -5.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5523   -5.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8333   -6.0124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5019   -6.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9485   -6.7212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7544   -6.8919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7955   -3.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5083   -4.0659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7981   -2.8286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6481   -5.7099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7258   -7.3853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2327   -6.6988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3658   -6.6969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5462   -6.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0830   -7.3172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2611   -7.2550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7982   -7.9341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1590   -8.6793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9832   -8.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4423   -8.0565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7888   -4.4703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4855   -4.3209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9009   -3.7362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8964   -2.9098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6921   -3.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0965   -2.4044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8129   -2.8131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2173   -2.1011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9075   -2.7253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4855   -5.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9448   -5.8769    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.6252   -2.3228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7251   -5.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7734   -4.7296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9417   -3.6502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2286   -4.0653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5089   -3.6540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0987   -4.3912    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   22.7866   -4.1450    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   25.8723   -5.0989    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.3558   -7.4328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2964   -6.3209    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.6031   -4.1976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1918   -5.8961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1476   -8.0965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7465   -8.8150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1742   -7.4376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5772   -8.1493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1661   -8.8519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3955   -8.1540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9749   -8.0845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6333   -1.4993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3511   -1.0969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9236   -1.0828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  9 13  1  0
  9 12  1  0
 14 10  1  0
 10 11  1  0
 11 12  1  0
 13 14  1  0
 14 20  1  0
 13 17  1  0
 21 15  1  0
 16 15  1  0
 16 17  1  0
 17  8  1  0
  8 18  1  0
 18 19  1  0
 19 16  1  0
 21 20  1  0
 22 21  1  0
 20 22  1  0
 11 23  1  1
 23 24  2  0
 23 25  1  0
 13 26  1  6
 15 27  1  1
 16 28  1  1
 19 29  1  1
 29 30  1  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 31  1  0
 11 37  1  0
  7 26  1  0
  8 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
  7 45  1  0
  7 37  1  0
 10 46  1  0
 46  7  1  0
 14 47  1  1
 45 48  1  1
 18 49  1  1
 38 50  1  6
  9 51  1  6
 51 52  1  0
 52 53  1  0
 53  3  1  0
 17 54  1  6
  8 55  1  1
 10 56  1  1
 21 57  1  1
 20 58  1  1
 53 59  2  0
 30 60  2  0
 27 61  1  0
 61 62  1  0
 57 63  1  0
 63 64  1  0
 64 65  1  0
 64 66  2  0
 61 67  2  0
 48 68  1  0
 68 69  1  0
 68 70  2  0
M  END

Associated Targets(Human)

PRKD3 Tchem Protein kinase C (PKC) (1010 Activities)

Discover Target: PRKD3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MT4 (17854 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Natural Product: No	Oral: No	Chemical Probe: No	Parenteral: No
Molecule Type: Unknown	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: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 901.01	Molecular Weight (Monoisotopic): 900.3932	AlogP: 6.04	#Rotatable Bonds: 10
Polar Surface Area: 191.95	Molecular Species: NEUTRAL	HBA: 15	HBD: 1
#RO5 Violations: 3	HBA (Lipinski): 15	HBD (Lipinski): 1	#RO5 Violations (Lipinski): 3
CX Acidic pKa: 12.49	CX Basic pKa: ┄	CX LogP: 7.08	CX LogD: 7.08
Aromatic Rings: 2	Heavy Atoms: 65	QED Weighted: 0.13	Np Likeness Score: 1.84

References

1. Liu Q, Cheng YY, Li W, Huang L, Asada Y, Hsieh MT, Morris-Natschke SL, Chen CH, Koike K, Lee KH.. (2019) Synthesis and Structure-Activity Relationship Correlations of Gnidimacrin Derivatives as Potent HIV-1 Inhibitors and HIV Latency Reversing Agents., 62 (15): [PMID:31343875] [10.1021/acs.jmedchem.9b00339]

5,20,2'-Triacetoxygnidimacrin

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source