(2R,2'R)-bis((1R,3aS,3bS,5aR,7S,91R,101R,12aR)-3a,6,6,12a-tetramethyl-1-((R)-6-methyl-5-methyleneheptan-2-yl)hexadecahydrocyclopenta[a]cyclopropa[e]phenanthren-7-yl) 3,3'-disulfanediylbis(2-(tert-butoxycarbonylamino)propanoate)

ID: ALA4574276

PubChem CID: 155564216

Max Phase: Preclinical

Molecular Formula: C78H128N2O8S2

Molecular Weight: 1286.02

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: C=C(CC[C@@H](C)[C@H]1CC[C@@]2(C)[C@@H]3CC[C@H]4C(C)(C)[C@@H](OC(=O)[C@H](CSSC[C@H](NC(=O)OC(C)(C)C)C(=O)O[C@H]5CC[C@]67C[C@@]68CC[C@]6(C)[C@@H]([C@H](C)CCC(=C)C(C)C)CC[C@@]6(C)[C@@H]8CC[C@H]7C5(C)C)NC(=O)OC(C)(C)C)CC[C@@]45C[C@]35CC[C@]12C)C(C)C

Standard InChI: InChI=1S/C78H128N2O8S2/c1-47(2)49(5)23-25-51(7)53-31-35-73(21)59-29-27-57-69(15,16)61(33-37-75(57)45-77(59,75)41-39-71(53,73)19)85-63(81)55(79-65(83)87-67(9,10)11)43-89-90-44-56(80-66(84)88-68(12,13)14)64(82)86-62-34-38-76-46-78(76)42-40-72(20)54(52(8)26-24-50(6)48(3)4)32-36-74(72,22)60(78)30-28-58(76)70(62,17)18/h47-48,51-62H,5-6,23-46H2,1-4,7-22H3,(H,79,83)(H,80,84)/t51-,52-,53-,54-,55+,56+,57+,58+,59+,60+,61+,62+,71-,72-,73+,74+,75-,76-,77-,78-/m1/s1

Standard InChI Key: LOEHLWAGZZRHEV-TTXVBEJVSA-N

Molfile:

 
     RDKit          2D

 96105  0  0  0  0  0  0  0  0999 V2000
   10.1223   -5.1184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4981   -5.8497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9443   -5.1616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1445   -7.1209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1841   -6.2931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4138   -7.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7224   -7.0531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7631   -6.2253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0725   -5.7784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3347   -6.1521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9872   -7.4297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2960   -6.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2002   -8.6213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9441   -8.2533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5131   -8.1680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5618   -7.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7917   -7.0446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2682   -7.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7146   -8.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4117   -9.1474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5965   -9.2719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9284   -9.7938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0798   -8.6255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2604   -8.7498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7437   -8.1034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9617   -9.5207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0465   -7.3327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9325   -8.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6902   -7.8771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9218   -5.9139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5936   -5.4213    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2649   -7.8007    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4775   -8.9972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3873   -6.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8896   -8.3393    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.1772   -7.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7670   -6.3256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3541   -7.0342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0608   -5.0866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0608   -5.9154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7727   -4.6722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4845   -5.0866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4834   -5.9154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1945   -6.3289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9136   -5.9205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2009   -4.6754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9129   -5.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9302   -3.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2048   -3.8507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6382   -3.8677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6288   -4.6913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4123   -4.9554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9048   -4.2941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4258   -3.6212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6915   -2.8369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5000   -2.6737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1447   -2.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0469   -3.2948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8595   -3.1315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4064   -3.7526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1210   -2.3473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1407   -4.5368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2148   -3.5894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4775   -4.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3419   -6.3294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6910   -6.7104    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   21.9047   -4.2705    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   22.6341   -3.0377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8415   -5.4884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2517   -3.6192    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0627   -6.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7763   -5.9139    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.3490   -5.9139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4899   -6.3259    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.2035   -5.9139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9172   -6.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6308   -5.9139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9172   -7.1500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6308   -5.0899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2035   -7.5620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2035   -8.3860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4899   -7.1500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4899   -8.7981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4899   -9.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7763   -8.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7701   -9.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3490   -5.0899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6354   -6.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6354   -7.1500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0627   -4.6778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0627   -3.8538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7763   -5.0899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7763   -3.4418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7763   -2.6177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4899   -3.8538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4860   -3.0215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  0
  4  6  1  0
  5  2  1  0
  2  8  1  0
  7  6  1  0
  7  8  1  0
  7 11  1  0
  8  9  1  0
  9 10  1  0
 10 12  1  0
 11 12  1  0
 11 14  1  1
 12 16  1  0
 15 13  1  0
 13 14  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 15  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  6
 21 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 25 27  1  0
 25 28  1  0
  7 29  1  1
 11 29  1  0
  5 30  1  1
  8 31  1  6
 12 32  1  1
 15 33  1  1
 16 34  1  6
 19 35  1  6
 37 36  1  0
 38 37  1  0
 39 40  1  0
 39 41  1  0
 40 37  1  0
 37 43  1  0
 42 41  1  0
 42 43  1  0
 42 46  1  0
 43 44  1  0
 44 45  1  0
 45 47  1  0
 46 47  1  0
 46 49  1  1
 47 51  1  0
 50 48  1  0
 48 49  1  0
 50 51  1  0
 51 52  1  0
 52 53  1  0
 53 54  1  0
 54 50  1  0
 54 55  1  0
 55 56  1  0
 55 57  1  6
 56 58  1  0
 58 59  1  0
 59 60  1  0
 59 61  2  0
 60 62  1  0
 60 63  1  0
 42 64  1  1
 46 64  1  0
 40 65  1  1
 43 66  1  6
 47 67  1  1
 50 68  1  1
 51 69  1  6
 54 70  1  6
 71 72  1  0
 71 73  1  0
 72 74  1  0
 74 75  1  0
 75 76  1  0
 76 77  1  0
 76 78  1  1
 77 65  1  0
 77 79  2  0
 78 80  1  0
 80 81  1  0
 80 82  2  0
 81 83  1  0
 83 84  1  0
 83 85  1  0
 83 86  1  0
 73 87  1  1
 73 88  1  0
 88 30  1  0
 88 89  2  0
 87 90  1  0
 90 91  1  0
 90 92  2  0
 91 93  1  0
 93 94  1  0
 93 95  1  0
 93 96  1  0
M  END

Associated Targets(Human)

Daoy (570 Activities)

Explore this target

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

MDA-MB-231 (73002 Activities)

Explore this target

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

HeLa (62764 Activities)

Explore this target

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

HMGCR Tclin HMG-CoA reductase (2475 Activities)

Discover Target: HMGCR

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: 1286.02	Molecular Weight (Monoisotopic): 1284.9112	AlogP: ┄	#Rotatable Bonds: ┄
Polar Surface Area: ┄	Molecular Species: ┄	HBA: ┄	HBD: ┄
#RO5 Violations: ┄	HBA (Lipinski): ┄	HBD (Lipinski): ┄	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: ┄	CX Basic pKa: ┄	CX LogP: ┄	CX LogD: ┄
Aromatic Rings: ┄	Heavy Atoms: ┄	QED Weighted: ┄	Np Likeness Score: ┄

References

1. Lesma G, Luraghi A, Bavaro T, Bortolozzi R, Rainoldi G, Roda G, Viola G, Ubiali D, Silvani A.. (2018) Phytosterol and γ-Oryzanol Conjugates: Synthesis and Evaluation of their Antioxidant, Antiproliferative, and Anticholesterol Activities., 81 (10): [PMID:30360625] [10.1021/acs.jnatprod.8b00465]

(2R,2'R)-bis((1R,3aS,3bS,5aR,7S,91R,101R,12aR)-3a,6,6,12a-tetramethyl-1-((R)-6-methyl-5-methyleneheptan-2-yl)hexadecahydrocyclopenta[a]cyclopropa[e]phenanthren-7-yl) 3,3'-disulfanediylbis(2-(tert-butoxycarbonylamino)propanoate)

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Biocomponents

Calculated Properties

References

Source