(2S,6S,7R)-7-hydroxy-2-(4-(4-methoxybenzyloxy)but-2-en-2-yl)-7-methyl-12-oxooxacyclododec-4-en-6-yl acetate

ID: ALA3220173

PubChem CID: 90666873

Max Phase: Preclinical

Molecular Formula: C26H36O7

Molecular Weight: 460.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(COC/C=C(\C)[C@@H]2C/C=C/[C@H](OC(C)=O)[C@](C)(O)CCCCC(=O)O2)cc1

Standard InChI:  InChI=1S/C26H36O7/c1-19(15-17-31-18-21-11-13-22(30-4)14-12-21)23-8-7-9-24(32-20(2)27)26(3,29)16-6-5-10-25(28)33-23/h7,9,11-15,23-24,29H,5-6,8,10,16-18H2,1-4H3/b9-7+,19-15+/t23-,24-,26+/m0/s1

Standard InChI Key:  OMGJVHZDGKDSIE-VSZAKUGESA-N

Molfile:  

     RDKit          2D

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   14.6503  -11.6939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.0813  -13.7439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3718  -14.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.0839  -15.3782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3220173

   [(2S,4E,6S,7R)-7-hydroxy-2-[(E)-4-[(4-methoxyphenyl)methoxy]but-2-en-2-yl]-7-methyl-12-oxo-1-oxacyclododec-4-en-6-yl] acetate

Molecule Features

Natural Product: No

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: 460.57

Molecular Weight (Monoisotopic): 460.2461

AlogP: 4.27

#Rotatable Bonds: 7

Polar Surface Area: 91.29

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.97

CX Basic pKa: ┄

CX LogP: 3.67

CX LogD: 3.67

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.37

Np Likeness Score: 1.69

References

1. Gundluru MK, Pourpak A, Cui X, Morris SW, Webb TR..  (2011)  Design, synthesis and initial biological evaluation of a novel pladienolide analog scaffold.,  2  (9): [PMID:21927710] [10.1039/c1md00040c]

Source

Source(1):

• Scientific Literature