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

ID: ALA5176987

Chembl Id: CHEMBL5176987

PubChem CID: 168275445

Max Phase: Preclinical

Molecular Formula: C27H40O6

Molecular Weight: 460.61

Names and Identifiers

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

Standard InChI:  InChI=1S/C27H40O6/c1-18-19-8-9-23-26(24(29)30-2)11-7-12-27(23,21(19)16-22-20(18)10-15-31-22)25(33-17-26)32-14-6-4-3-5-13-28/h10,15,18-19,21,23,25,28H,3-9,11-14,16-17H2,1-2H3/t18-,19+,21+,23+,25-,26+,27?/m1/s1

Standard InChI Key:  UHHXFXCIQHDKJG-YMYJUOQOSA-N

Alternative Forms

1. Parent:

   

   ALA5176987

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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: 460.61

Molecular Weight (Monoisotopic): 460.2825

AlogP: 4.84

#Rotatable Bonds: 8

Polar Surface Area: 78.13

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.50

CX LogD: 4.50

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.44

Np Likeness Score: 2.31

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