Methyl (4R,4aR,6aS,7R,11aS,12S)-12-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)-7-methyl-2,3,5,6,6a,7,11,11a-octahydro-1H-4,11b-(methanooxymethano)phenanthro[3,2-b]furan-4(4aH)-carboxylate

ID: ALA5172775

Chembl Id: CHEMBL5172775

PubChem CID: 168273454

Max Phase: Preclinical

Molecular Formula: C27H40O8

Molecular Weight: 492.61

Names and Identifiers

Canonical SMILES:  COC(=O)[C@@]12CCCC3([C@H](OCCOCCOCCO)OC1)[C@H]2CC[C@H]1[C@@H](C)c2ccoc2C[C@@H]13

Standard InChI:  InChI=1S/C27H40O8/c1-18-19-4-5-23-26(24(29)30-2)7-3-8-27(23,21(19)16-22-20(18)6-10-33-22)25(35-17-26)34-15-14-32-13-12-31-11-9-28/h6,10,18-19,21,23,25,28H,3-5,7-9,11-17H2,1-2H3/t18-,19+,21+,23+,25-,26+,27?/m1/s1

Standard InChI Key:  KFSWLUAXSXJXQW-YMYJUOQOSA-N

Alternative Forms

1. Parent:

   

   ALA5172775

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 492.61

Molecular Weight (Monoisotopic): 492.2723

AlogP: 3.31

#Rotatable Bonds: 10

Polar Surface Area: 96.59

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.94

CX LogD: 2.94

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.39

Np Likeness Score: 2.01

References

1. Wu XD, Huang S, Shi Y, Shen Y, Tu WC, Leng Y, Zhao QS..  (2022)  Design, synthesis and structural-activity relationship studies of phanginin A derivatives for regulating SIK1-cAMP/CREB signaling to suppress hepatic gluconeogenesis.,  232  [PMID:35152093] [10.1016/j.ejmech.2022.114171]

Source

Source(1):

• Scientific Literature