[(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-3a-yl]methyl 2-[(1-ethynylcyclohexyl)carbamoyl]benzoate

ID: ALA4872933

PubChem CID: 164624387

Max Phase: Preclinical

Molecular Formula: C46H65NO4

Molecular Weight: 696.03

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: C#CC1(NC(=O)c2ccccc2C(=O)OC[C@]23CC[C@@H](C(=C)C)[C@@H]2[C@H]2CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@@]4(C)[C@]2(C)CC3)CCCCC1

Standard InChI: InChI=1S/C46H65NO4/c1-9-46(22-13-10-14-23-46)47-39(49)32-15-11-12-16-33(32)40(50)51-29-45-26-19-31(30(2)3)38(45)34-17-18-36-42(6)24-21-37(48)41(4,5)35(42)20-25-44(36,8)43(34,7)27-28-45/h1,11-12,15-16,31,34-38,48H,2,10,13-14,17-29H2,3-8H3,(H,47,49)/t31-,34+,35-,36+,37-,38+,42-,43+,44+,45+/m0/s1

Standard InChI Key: OGRTXYBNBOWTDU-ZDXZAESQSA-N

Molfile:

 
     RDKit          2D

 55 61  0  0  0  0  0  0  0  0999 V2000
   14.1580  -16.6913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7497  -15.9788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3368  -16.6887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0413  -14.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0413  -15.5705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7534  -14.3288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4654  -14.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4664  -15.5705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1774  -15.9798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8920  -15.5686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1754  -14.3298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8929  -14.7443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8917  -13.0899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1716  -13.5035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6091  -13.5044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6081  -14.3330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3211  -14.7460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0399  -14.3350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3233  -13.0888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0402  -13.5081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6606  -12.9558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3270  -12.1951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5006  -12.2774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9521  -11.6612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2114  -10.8797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1441  -11.8282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3271  -15.9832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4580  -13.9205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8871  -13.9163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7495  -13.9205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1704  -15.1538    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.3163  -13.9122    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.4622  -16.3913    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.6038  -15.1580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6038  -12.6789    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.4653  -13.5102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1784  -13.9249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1760  -14.7498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8942  -13.5145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6055  -13.9299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3207  -13.5203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3237  -12.6945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6054  -12.2799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8932  -12.6919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6020  -14.7549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8858  -15.1644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3147  -15.1703    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0258  -14.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7384  -15.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4474  -14.7548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4477  -13.9311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7330  -13.5206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0177  -13.9338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0203  -15.5788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0161  -16.4038    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  0
 12 16  1  0
 15 13  1  0
 13 14  1  0
 15 16  1  0
 15 19  1  0
 16 17  1  0
 17 18  1  0
 18 20  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 19  1  0
 23 24  1  6
 24 25  2  0
 24 26  1  0
  5 27  1  1
  7 28  1  1
 12 29  1  1
 20 30  1  1
 11 31  1  6
 19 32  1  6
  8 33  1  6
 16 34  1  6
 15 35  1  1
 30 36  1  0
 36 37  1  0
 37 38  2  0
 37 39  1  0
 39 40  2  0
 40 41  1  0
 41 42  2  0
 42 43  1  0
 43 44  2  0
 44 39  1  0
 40 45  1  0
 45 46  2  0
 45 47  1  0
 47 48  1  0
 48 49  1  0
 48 53  1  0
 49 50  1  0
 50 51  1  0
 51 52  1  0
 52 53  1  0
 48 54  1  0
 54 55  3  0
M  END

Associated Targets(non-human)

MDCK (10148 Activities)

Explore this target

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

Vesicular stomatitis virus (4460 Activities)

Explore this target

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

Human alphaherpesvirus 1 (11089 Activities)

Explore this target

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

Enterovirus E (52 Activities)

Explore this target

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

Human adenovirus 5 (897 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: 696.03	Molecular Weight (Monoisotopic): 695.4914	AlogP: 9.93	#Rotatable Bonds: 6
Polar Surface Area: 75.63	Molecular Species: NEUTRAL	HBA: 4	HBD: 2
#RO5 Violations: 2	HBA (Lipinski): 5	HBD (Lipinski): 2	#RO5 Violations (Lipinski): 2
CX Acidic pKa: 13.82	CX Basic pKa: ┄	CX LogP: 9.69	CX LogD: 9.69
Aromatic Rings: 1	Heavy Atoms: 51	QED Weighted: 0.18	Np Likeness Score: 1.75

References

1. Pęcak P, Orzechowska B, Chrobak E, Boryczka S.. (2021) Novel betulin dicarboxylic acid ester derivatives as potent antiviral agents: Design, synthesis, biological evaluation, structure-activity relationship and in-silico study., 225 [PMID:34425312] [10.1016/j.ejmech.2021.113738]

[(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-3a-yl]methyl 2-[(1-ethynylcyclohexyl)carbamoyl]benzoate

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Associated Targets(non-human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source