Aspergillicin H

ID: ALA5091413

PubChem CID: 166635445

Max Phase: Preclinical

Molecular Formula: C37H54N6O9

Molecular Weight: 726.87

Molecule Type: Unknown

Associated Items:

Bioactivity Summary Target Summary Assay Summary

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES: COc1ccc(C[C@H]2C(=O)N[C@@H](C(C)C)C(=O)O[C@H](C)[C@H](NC(C)=O)C(=O)N[C@H](C(C)C)C(=O)N3CCC[C@H]3C(=O)N3CCC[C@H]3C(=O)N2C)cc1

Standard InChI: InChI=1S/C37H54N6O9/c1-20(2)29-36(49)43-18-10-12-27(43)35(48)42-17-9-11-26(42)34(47)41(7)28(19-24-13-15-25(51-8)16-14-24)32(45)40-30(21(3)4)37(50)52-22(5)31(33(46)39-29)38-23(6)44/h13-16,20-22,26-31H,9-12,17-19H2,1-8H3,(H,38,44)(H,39,46)(H,40,45)/t22-,26+,27+,28+,29-,30+,31+/m1/s1

Standard InChI Key: QDLQNCCOPGFZAQ-XIORJYECSA-N

Molfile:

 
     RDKit          2D

 54 57  0  0  0  0  0  0  0  0999 V2000
   36.4580  -13.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2434  -12.3528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4275  -12.3120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1394  -13.0710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7748  -13.5859    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.1657  -13.5456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8651  -13.1411    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.5687  -13.5456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2764  -13.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5687  -14.3586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2764  -14.7672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.2764  -15.5803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9800  -15.9848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5687  -15.9848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5687  -16.7978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.8651  -12.3280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8651  -14.7672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.9800  -16.7978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6836  -15.5803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2764  -12.3280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1657  -14.3586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.7342  -14.3979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0112  -14.7709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4208  -14.8412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.2884  -14.4075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7121  -14.9828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0851  -15.7100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8877  -15.5798    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.8651  -17.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1657  -16.7978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5932  -15.9806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5953  -16.7937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2999  -17.2005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.5631  -17.9782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5949  -17.9823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1616  -12.7284    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   35.0030  -13.9500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   38.0670  -18.6494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.9837  -11.9248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9841  -11.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2794  -10.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5729  -11.1161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5761  -11.9270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8881  -17.2032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1799  -16.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8892  -18.0204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8807  -18.5741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3527  -19.2412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2224  -17.8318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.0855  -18.6413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.2990  -15.5687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.8619  -15.5746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.2783   -9.8880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.9855   -9.4784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  1
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  1
 12 14  1  0
 14 15  1  0
  7 16  1  0
 10 17  2  0
 13 18  1  0
 13 19  1  0
  9 20  1  0
  6  1  1  0
  6 21  2  0
  5 22  1  0
 22 23  1  0
 22 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 23  1  0
 15 29  1  0
 29 30  1  1
 28 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 29 35  1  0
 34 35  1  0
  1 36  1  6
 23 37  1  6
 35 38  1  6
 20 39  2  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  2  0
 43 20  1  0
 32 44  1  6
 44 45  1  0
 44 46  1  0
 38 47  1  0
 47 48  1  0
 47 49  2  0
 34 50  2  0
 31 51  2  0
 14 52  2  0
 41 53  1  0
 53 54  1  0
M  END

Associated Targets(non-human)

Botrytis cinerea (4183 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Fusarium graminearum (1554 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Pyricularia grisea (1253 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Natural Product: No	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

Natural Product: No

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: 726.87	Molecular Weight (Monoisotopic): 726.3952	AlogP: 0.78	#Rotatable Bonds: 6
Polar Surface Area: 183.76	Molecular Species: NEUTRAL	HBA: 9	HBD: 3
#RO5 Violations: 1	HBA (Lipinski): 15	HBD (Lipinski): 3	#RO5 Violations (Lipinski): 2
CX Acidic pKa: 11.62	CX Basic pKa: ┄	CX LogP: 0.63	CX LogD: 0.63
Aromatic Rings: 1	Heavy Atoms: 52	QED Weighted: 0.36	Np Likeness Score: 0.96

References

1. Wang X, Serrano R, González-Menéndez V, Mackenzie TA, Ramos MC, Frisvad JC, Larsen TO.. (2022) A Molecular Networking Based Discovery of Diketopiperazine Heterodimers and Aspergillicins from Aspergillus caelatus., 85 (1.0): [PMID:35045259] [10.1021/acs.jnatprod.1c00526]

Aspergillicin H

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Associated Targets(non-human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source