(4R,5R,6E,8E,11E)-4-hydroxy-13-(4-hydroxy-5,6-dimethoxy-3-methyl-2-pyridyl)-5,7,11-trimethyl-3-methylene-trideca-6,8,11-trien-2-one

ID: ALA5176586

PubChem CID: 168273110

Max Phase: Preclinical

Molecular Formula: C25H35NO5

Molecular Weight: 429.56

Names and Identifiers

Canonical SMILES:  C=C(C(C)=O)[C@H](O)[C@H](C)/C=C(C)/C=C/C/C(C)=C/Cc1nc(OC)c(OC)c(O)c1C

Standard InChI:  InChI=1S/C25H35NO5/c1-15(10-9-11-16(2)14-17(3)22(28)18(4)20(6)27)12-13-21-19(5)23(29)24(30-7)25(26-21)31-8/h9,11-12,14,17,22,28H,4,10,13H2,1-3,5-8H3,(H,26,29)/b11-9+,15-12+,16-14+/t17-,22-/m1/s1

Standard InChI Key:  BSIOVOWVZYLOAC-WEXNVVRMSA-N

Molfile:  

 
     RDKit          2D

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   -4.6437   -0.4140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9291    1.6518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3583    0.8270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9290   -0.4103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2144   -1.6481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6437   -0.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3583   -0.4103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6437   -1.6481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9290    0.4147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.0729   -0.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 22 24  1  6
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 26 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5176586

   ---

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: 429.56

Molecular Weight (Monoisotopic): 429.2515

AlogP: 4.64

#Rotatable Bonds: 11

Polar Surface Area: 88.88

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.91

CX Basic pKa: 1.94

CX LogP: 4.52

CX LogD: 4.52

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.30

Np Likeness Score: 1.65

References

1. Li K, Chen S, Pang X, Cai J, Zhang X, Liu Y, Zhu Y, Zhou X..  (2022)  Natural products from mangrove sediments-derived microbes: Structural diversity, bioactivities, biosynthesis, and total synthesis.,  230  [PMID:35063731] [10.1016/j.ejmech.2022.114117]

Source

Source(1):

• Scientific Literature