Colletotricandin A

ID: ALA5198630

PubChem CID: 168286007

Max Phase: Preclinical

Molecular Formula: C25H36O9

Molecular Weight: 480.55

Names and Identifiers

Canonical SMILES:  CCC(C)/C=C/CC(C)/C=C/C(=O)O[C@@H]1[C@@H](O)[C@H](c2c(O)cc(O)cc2CO)O[C@H](CO)[C@H]1O

Standard InChI:  InChI=1S/C25H36O9/c1-4-14(2)6-5-7-15(3)8-9-20(30)34-25-22(31)19(13-27)33-24(23(25)32)21-16(12-26)10-17(28)11-18(21)29/h5-6,8-11,14-15,19,22-29,31-32H,4,7,12-13H2,1-3H3/b6-5+,9-8+/t14?,15?,19-,22-,23+,24+,25+/m1/s1

Standard InChI Key:  MEMRTQCBSGMTNP-QMSNVKALSA-N

Molfile:  

 
     RDKit          2D

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    1.4272    4.5343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1417    4.1219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1417    3.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  4 17  1  6
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  2 32  1  6
  1 33  1  1
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5198630

   ---

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: 480.55

Molecular Weight (Monoisotopic): 480.2359

AlogP: 1.84

#Rotatable Bonds: 10

Polar Surface Area: 156.91

Molecular Species: NEUTRAL

HBA: 9

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.79

CX Basic pKa: ┄

CX LogP: 2.54

CX LogD: 2.52

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.17

Np Likeness Score: 2.57

References

1. Lee C, Gong J, Kim J, Ko H, An S, Bang S, Deyrup ST, Noh M, Shim SH..  (2022)  Adiponectin-Secretion-Promoting Cyclic Peptide-Polyketide Hybrids from a Halophyte-Associated Fungus, Colletotrichum gloeosporioides JS0417.,  85  (3.0): [PMID:35172097] [10.1021/acs.jnatprod.1c01102]

Source

Source(1):

• Scientific Literature