moronic acid methyl ester

ID: ALA3787288

Chembl Id: CHEMBL3787288

Cas Number: 55887-94-0

PubChem CID: 21594122

Max Phase: Preclinical

Molecular Formula: C31H48O3

Molecular Weight: 468.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@]12CCC(C)(C)C=C1[C@H]1CC[C@@H]3[C@@]4(C)CCC(=O)C(C)(C)[C@@H]4CC[C@@]3(C)[C@]1(C)CC2

Standard InChI:  InChI=1S/C31H48O3/c1-26(2)15-17-31(25(33)34-8)18-16-29(6)20(21(31)19-26)9-10-23-28(5)13-12-24(32)27(3,4)22(28)11-14-30(23,29)7/h19-20,22-23H,9-18H2,1-8H3/t20-,22+,23-,28+,29-,30-,31+/m1/s1

Standard InChI Key:  RGKMKULXFZOUPF-XRGYSQAUSA-N

Alternative Forms

1. Parent:

   

   ALA3787288

   3-Oxoolean-18-en-28-oic acid methyl ester

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

Calculated Properties

Molecular Weight: 468.72

Molecular Weight (Monoisotopic): 468.3603

AlogP: 7.53

#Rotatable Bonds: 1

Polar Surface Area: 43.37

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 7.30

CX LogD: 7.30

Aromatic Rings: ┄

Heavy Atoms: 34

QED Weighted: 0.29

Np Likeness Score: 2.57

References

1. Cerón-Romero L, Paoli P, Camici G, Flores-Morales V, Rios MY, Ramírez-Espinosa JJ, Hidalgo-Figueroa S, Navarrete-Vázquez G, Estrada-Soto S..  (2016)  In vitro and in silico PTP-1B inhibition and in vivo antidiabetic activity of semisynthetic moronic acid derivatives.,  26  (8): [PMID:26961283] [10.1016/j.bmcl.2016.02.082]

Source

Source(1):

• Scientific Literature