11-epi-sinulariolide acetate

ID: ALA5285409

Max Phase: Preclinical

Molecular Formula: C23H34O4

Molecular Weight: 374.52

Names and Identifiers

Canonical SMILES:  C=C1O[C@]2(C)CC[C@H](C[C@@H]3O[C@@]3(C)CC/C=C(\C)CC[C@H]2OC(C)=O)C1=C

Standard InChI:  InChI=1S/C23H34O4/c1-15-8-7-12-22(5)21(27-22)14-19-11-13-23(6,26-17(3)16(19)2)20(10-9-15)25-18(4)24/h8,19-21H,2-3,7,9-14H2,1,4-6H3/b15-8+/t19-,20-,21+,22+,23-/m1/s1

Standard InChI Key:  GRGCZNZEROCQNE-HRGAUVHISA-N

Molfile:  

 
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   -0.2552   -0.3431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0529   -0.8633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8689   -0.3431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7828   -0.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5481   -1.6442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0339   -2.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9909   -1.3505    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3995   -0.1313    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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  3 17  1  0
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 14 20  1  1
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  5 28  1  1
  3 29  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA5285409

   ---

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: 374.52

Molecular Weight (Monoisotopic): 374.2457

AlogP: 5.24

#Rotatable Bonds: 1

Polar Surface Area: 48.06

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.12

CX LogD: 4.12

Aromatic Rings: ┄

Heavy Atoms: 27

QED Weighted: 0.36

Np Likeness Score: 3.12

References

1. Ren X, Xie X, Chen B, Liu L, Jiang C, Qian Q..  (2021)  Marine Natural Products: A Potential Source of Anti-hepatocellular Carcinoma Drugs.,  64  (12.0): [PMID:34128674] [10.1021/acs.jmedchem.0c02026]

Source

Source(1):

• Scientific Literature