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Compounds
ALA4173484

(2R,4aS,6aS,12bS,14aS,14bR)-10,11-diacetoxy-2,4a,6a,9,12b,14a-hexamethyl-1,2,3,4,4a,5,6,6a,8,12b,13,14,14a,14b-tetradecahydropicene-2-carboxylic acid

ID: ALA4173484

Chembl Id: CHEMBL4173484

PubChem CID: 9828620

Max Phase: Preclinical

Molecular Formula: C33H44O6

Molecular Weight: 536.71

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: CC(=O)Oc1cc2c(c(C)c1OC(C)=O)CC=C1[C@@]2(C)CC[C@@]2(C)[C@@H]3C[C@](C)(C(=O)O)CC[C@]3(C)CC[C@]12C

Standard InChI: InChI=1S/C33H44O6/c1-19-22-9-10-25-31(6,23(22)17-24(38-20(2)34)27(19)39-21(3)35)14-16-33(8)26-18-30(5,28(36)37)12-11-29(26,4)13-15-32(25,33)7/h10,17,26H,9,11-16,18H2,1-8H3,(H,36,37)/t26-,29-,30-,31+,32-,33+/m1/s1

Standard InChI Key: SAOOBRUHTPONGX-CDKFMWKUSA-N

Alternative Forms

Parent:

ALA4173484
(2R,4aS,6aS,6aS,14aS,14bR)-10,11-diacetyloxy-2,4a,6a,6a,9,14a-hexamethyl-3,4,5,6,8,13,14,14b-octahydro-1H-picene-2-carboxylic acid

Associated Targets(Human)

A549 (127892 Activities)

Explore this target

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

MIA PaCa-2 (5949 Activities)

Explore this target

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

Associated Targets(non-human)

groL GroEL/GroES (1042 Activities)

Discover Target: groL

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

Molecule Features

Natural Product: Yes	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

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Calculated Properties

Molecular Weight: 536.71	Molecular Weight (Monoisotopic): 536.3138	AlogP: 7.08	#Rotatable Bonds: 3
Polar Surface Area: 89.90	Molecular Species: ACID	HBA: 5	HBD: 1
#RO5 Violations: 2	HBA (Lipinski): 6	HBD (Lipinski): 1	#RO5 Violations (Lipinski): 2
CX Acidic pKa: 4.70	CX Basic pKa: ┄	CX LogP: 6.73	CX LogD: 4.09
Aromatic Rings: 1	Heavy Atoms: 39	QED Weighted: 0.25	Np Likeness Score: 2.40

References

1. Figueiredo SAC, Salvador JAR, Cortés R, Cascante M.. (2017) Design, synthesis and biological evaluation of novel C-29 carbamate celastrol derivatives as potent and selective cytotoxic compounds., 139 [PMID:28865279] [10.1016/j.ejmech.2017.08.058]
2. Figueiredo SAC, Salvador JAR, Cortés R, Cascante M.. (2017) Novel celastrol derivatives with improved selectivity and enhanced antitumour activity: Design, synthesis and biological evaluation., 138 [PMID:28688281] [10.1016/j.ejmech.2017.06.029]
3. Stevens M, Abdeen S, Salim N, Ray AM, Washburn A, Chitre S, Sivinski J, Park Y, Hoang QQ, Chapman E, Johnson SM.. (2019) HSP60/10 chaperonin systems are inhibited by a variety of approved drugs, natural products, and known bioactive molecules., 29 (9): [PMID:30852084] [10.1016/j.bmcl.2019.02.028]

Source

Source(1):

Scientific Literature