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

ID: ALA5179082

Chembl Id: CHEMBL5179082

PubChem CID: 168271238

Max Phase: Preclinical

Molecular Formula: C23H32O5S

Molecular Weight: 420.57

Names and Identifiers

Canonical SMILES:  COC(=O)[C@]12CCCC3([C@H]1CC[C@H]1[C@@H](C)c4ccoc4C[C@@H]13)[C@H](SCCO)OC2

Standard InChI:  InChI=1S/C23H32O5S/c1-14-15-4-5-19-22(20(25)26-2)7-3-8-23(19,21(28-13-22)29-11-9-24)17(15)12-18-16(14)6-10-27-18/h6,10,14-15,17,19,21,24H,3-5,7-9,11-13H2,1-2H3/t14-,15+,17+,19+,21+,22+,23?/m1/s1

Standard InChI Key:  XEDRNIOCUAEWDR-KKEDIJIVSA-N

Alternative Forms

1. Parent:

   

   ALA5179082

   ---

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: 420.57

Molecular Weight (Monoisotopic): 420.1970

AlogP: 3.99

#Rotatable Bonds: 4

Polar Surface Area: 68.90

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.48

CX LogD: 3.48

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.74

Np Likeness Score: 2.11

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