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Compounds
ALA3290953

(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-1-((R)-1-cinnamoyl-4,5-dihydro-1H-pyrazol-4-yl)-3a,5a,5b,8,8,11a-hexamethylicosahydro-1H-cyclopenta[a]chrysen-9-yl cinnamate

ID: ALA3290953

Chembl Id: CHEMBL3290953

PubChem CID: 86298613

Max Phase: Preclinical

Molecular Formula: C48H62N2O3

Molecular Weight: 715.04

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: CC1(C)[C@@H](OC(=O)/C=C/c2ccccc2)CC[C@]2(C)[C@H]3CC[C@@H]4[C@H]5[C@H](C6C=NN(C(=O)/C=C/c7ccccc7)C6)CC[C@]5(C)CC[C@@]4(C)[C@]3(C)CC[C@@H]12

Standard InChI: InChI=1S/C48H62N2O3/c1-44(2)38-24-28-48(6)39(46(38,4)27-25-40(44)53-42(52)22-18-34-15-11-8-12-16-34)20-19-37-43-36(23-26-45(43,3)29-30-47(37,48)5)35-31-49-50(32-35)41(51)21-17-33-13-9-7-10-14-33/h7-18,21-22,31,35-40,43H,19-20,23-30,32H2,1-6H3/b21-17+,22-18+/t35?,36-,37+,38-,39+,40-,43+,45+,46-,47+,48+/m0/s1

Standard InChI Key: ZKBQYFJKJMGYJS-SSOWIUIBSA-N

Alternative Forms

Parent:

ALA3290953
[(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-[2-[(E)-3-phenylprop-2-enoyl]-3,4-dihydropyrazol-4-yl]-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl] (E)-3-phenylprop-2-enoate

Associated Targets(Human)

HepG2 (196354 Activities)

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

Associated Targets(non-human)

L6 (7924 Activities)

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

Slc2a4 Solute carrier family 2, facilitated glucose transporter member 4 (143 Activities)

Discover Target: Slc2a4

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

Irs1 Insulin receptor substrate 1 (6 Activities)

Discover Target: Irs1

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

Insr Insulin receptor (1750 Activities)

Discover Target: Insr

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

Prkaa1 AMP-activated protein kinase, alpha-1 subunit (10 Activities)

Discover Target: Prkaa1

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

3T3-L1 (3664 Activities)

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

Molecule Features

Natural Product: No	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: 715.04	Molecular Weight (Monoisotopic): 714.4760	AlogP: 10.87	#Rotatable Bonds: 6
Polar Surface Area: 58.97	Molecular Species: NEUTRAL	HBA: 4	HBD: 0
#RO5 Violations: 2	HBA (Lipinski): 5	HBD (Lipinski): 0	#RO5 Violations (Lipinski): 2
CX Acidic pKa:	CX Basic pKa: 2.07	CX LogP: 10.85	CX LogD: 10.85
Aromatic Rings: 2	Heavy Atoms: 53	QED Weighted: 0.22	Np Likeness Score: 1.59

References

1. Khan MF, Maurya CK, Dev K, Arha D, Rai AK, Tamrakar AK, Maurya R.. (2014) Design and synthesis of lupeol analogues and their glucose uptake stimulatory effect in L6 skeletal muscle cells., 24 (12): [PMID:24813738] [10.1016/j.bmcl.2014.04.059]

Source

Source(1):

Scientific Literature