Di-tert-butyl 2-(5-tert-butoxy-4-((2R,4aS,6aS,12bR,14aS,14bR)-10-hydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-1,2,3,4,4a,5,6,6a,11,12b,13,14,14a,14b-tetradecahydropicene-2-carboxamido)-5-oxopentanamido)pentanedioate

ID: ALA4869066

PubChem CID: 164622362

Max Phase: Preclinical

Molecular Formula: C51H76N2O10

Molecular Weight: 877.17

Molecule Type: Unknown

Associated Items:

Bioactivity Summary Target Summary Assay Summary

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES: CC1=C(O)C(=O)C=C2C1=CC=C1[C@@]2(C)CC[C@@]2(C)[C@@H]3C[C@](C)(C(=O)NC(CCC(=O)NC(CCC(=O)OC(C)(C)C)C(=O)OC(C)(C)C)C(=O)OC(C)(C)C)CC[C@]3(C)CC[C@]12C

Standard InChI: InChI=1S/C51H76N2O10/c1-30-31-16-19-36-49(13,32(31)28-35(54)40(30)57)25-27-51(15)37-29-48(12,23-22-47(37,11)24-26-50(36,51)14)43(60)53-34(42(59)63-46(8,9)10)17-20-38(55)52-33(41(58)62-45(5,6)7)18-21-39(56)61-44(2,3)4/h16,19,28,33-34,37,57H,17-18,20-27,29H2,1-15H3,(H,52,55)(H,53,60)/t33?,34?,37-,47-,48-,49+,50-,51+/m1/s1

Standard InChI Key: VFKPZAQIMYWIPS-ARUMTCIYSA-N

Molfile:

 
     RDKit          2D

 64 68  0  0  0  0  0  0  0  0999 V2000
   39.8525  -21.2676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8566  -20.4504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1469  -20.8554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0984  -15.7949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3927  -16.2076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1030  -16.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0851  -17.5325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0892  -18.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7948  -17.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6847  -20.4752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0975  -21.1851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5059  -20.4727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1475  -24.0658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1463  -24.8854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8544  -25.2943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8526  -23.6570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5612  -24.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5620  -24.8812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2705  -25.2883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9788  -24.8775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4397  -23.6574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4383  -25.2934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.8563  -26.1115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2649  -23.6520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9750  -24.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9675  -22.4249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2581  -22.8360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6776  -22.8315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6776  -23.6535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3856  -24.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0981  -23.6536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3856  -22.4183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0980  -22.8323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8088  -22.4246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8134  -21.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3840  -21.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6694  -22.0105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3231  -20.4702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.0951  -19.7662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.5522  -23.2404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6694  -24.4703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8032  -23.2404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3793  -23.2322    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   33.7295  -19.7613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5467  -19.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3188  -19.0548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7252  -18.3459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.5016  -19.0573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2737  -18.3533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9531  -19.0499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7703  -19.0474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1768  -18.3384    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.1811  -19.7539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.9940  -18.3360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4004  -17.6270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4047  -19.0424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2219  -19.0400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2176  -17.6245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.9897  -16.9206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.9854  -15.5051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6326  -19.7464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4498  -19.7440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.2262  -20.4554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.6777  -20.4479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  5  4  1  0
  6  5  1  0
  8  7  1  0
  9  8  1  0
 11 10  1  0
 11 12  1  6
 13 14  1  0
 14 15  2  0
 15 18  1  0
 17 16  2  0
 16 13  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 25  2  0
 24 17  1  0
 13 21  2  0
 14 22  1  0
 15 23  1  0
 24 25  1  0
 24 27  1  0
 25 29  1  0
 28 26  1  0
 26 27  1  0
 28 29  1  0
 28 32  1  0
 29 30  1  0
 30 31  1  0
 31 33  1  0
 32 33  1  0
 32 36  1  0
 33 34  1  0
 34 35  1  0
 35 11  1  0
 11 36  1  0
 28 37  1  6
 12 38  1  0
 12 39  2  0
 24 40  1  1
 29 41  1  1
 33 42  1  1
 32 43  1  1
 38 44  1  0
 44 45  1  0
 44 46  1  0
 46 47  2  0
 46 48  1  0
 48  8  1  0
  8 49  1  0
 45 50  1  0
 50 51  1  0
 51 52  1  0
 51 53  2  0
 52 54  1  0
 54 55  1  0
 54 56  1  0
 56 57  1  0
 55 58  2  0
 55 59  1  0
 59  5  1  0
  5 60  1  0
 57 61  1  0
 61 62  1  0
 61 63  2  0
 62  2  1  0
  2 64  1  0
M  END

Associated Targets(Human)

BEAS-2B (690 Activities)

Explore this target

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

A549 (127892 Activities)

Explore this target

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

L02 (4864 Activities)

Explore this target

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

HepG2 (196354 Activities)

Explore this target

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

ABCB1 Tchem P-glycoprotein 1 (14716 Activities)

Discover Target: ABCB1

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: 877.17	Molecular Weight (Monoisotopic): 876.5500	AlogP: 9.17	#Rotatable Bonds: 11
Polar Surface Area: 174.40	Molecular Species: NEUTRAL	HBA: 10	HBD: 3
#RO5 Violations: 2	HBA (Lipinski): 12	HBD (Lipinski): 3	#RO5 Violations (Lipinski): 3
CX Acidic pKa: 9.75	CX Basic pKa: ┄	CX LogP: 7.15	CX LogD: 7.15
Aromatic Rings: ┄	Heavy Atoms: 63	QED Weighted: 0.13	Np Likeness Score: 1.59

References

1. Coghi P, Ng JPL, Kadioglu O, Law BYK, Qiu AC, Saeed MEM, Chen X, Ip CK, Efferth T, Liu L, Wong VKW.. (2021) Synthesis, computational docking and biological evaluation of celastrol derivatives as dual inhibitors of SERCA and P-glycoprotein in cancer therapy., 224 [PMID:34256125] [10.1016/j.ejmech.2021.113676]

Di-tert-butyl 2-(5-tert-butoxy-4-((2R,4aS,6aS,12bR,14aS,14bR)-10-hydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-1,2,3,4,4a,5,6,6a,11,12b,13,14,14a,14b-tetradecahydropicene-2-carboxamido)-5-oxopentanamido)pentanedioate

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source