Higginsianin C

ID: ALA4529128

PubChem CID: 145720804

Max Phase: Preclinical

Molecular Formula: C27H40O5

Molecular Weight: 444.61

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1CC[C@@H]2[C@](C)(CC[C@H]3O[C@H](C(C)(C)O)CC[C@@]23C)[C@@H]1Cc1c(O)c(C)c(C)oc1=O

Standard InChI:  InChI=1S/C27H40O5/c1-15-8-9-20-26(6,19(15)14-18-23(28)16(2)17(3)31-24(18)29)12-11-22-27(20,7)13-10-21(32-22)25(4,5)30/h19-22,28,30H,1,8-14H2,2-7H3/t19-,20-,21+,22-,26-,27+/m1/s1

Standard InChI Key:  WJLHNBLWQUYSAS-PUVJKWOHSA-N

Molfile:  

 
     RDKit          2D

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    9.1554  -19.4460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.9217  -17.0952    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.1051  -20.2652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4015  -21.5027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9218  -19.4491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
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  5  9  1  0
  8  6  1  0
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  9 10  1  0
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 15 16  1  0
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 12 18  1  1
 13 19  1  1
 15  2  1  1
  2 20  1  0
  4 21  2  0
  5 22  1  6
 22 23  1  0
  9 24  1  1
  8 25  1  6
 23 26  1  0
 23 30  2  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 29 32  1  0
 28 33  1  0
 26 34  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4529128

   ---

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 444.61

Molecular Weight (Monoisotopic): 444.2876

AlogP: 5.21

#Rotatable Bonds: 3

Polar Surface Area: 79.90

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.67

CX Basic pKa: ┄

CX LogP: 4.51

CX LogD: 4.32

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.63

Np Likeness Score: 2.47

References

1. Dallery JF, Le Goff G, Adelin E, Iorga BI, Pigné S, O'Connell RJ, Ouazzani J..  (2019)  Deleting a Chromatin Remodeling Gene Increases the Diversity of Secondary Metabolites Produced by Colletotrichum higginsianum.,  82  (4): [PMID:30776231] [10.1021/acs.jnatprod.8b00796]

Source

Source(1):

• Scientific Literature