Aspergillicin C

ID: ALA5087261

PubChem CID: 11083073

Max Phase: Preclinical

Molecular Formula: C37H54N6O8

Molecular Weight: 710.87

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@H]1NC(=O)[C@@H](NC(C)=O)[C@@H](C)OC(=O)[C@H](C(C)C)NC(=O)[C@H](Cc2ccccc2)N(C)C(=O)[C@@H]2CCCN2C(=O)[C@@H]2CCCN2C1=O

Standard InChI:  InChI=1S/C37H54N6O8/c1-8-22(4)30-36(49)43-19-13-17-27(43)35(48)42-18-12-16-26(42)34(47)41(7)28(20-25-14-10-9-11-15-25)32(45)39-29(21(2)3)37(50)51-23(5)31(33(46)40-30)38-24(6)44/h9-11,14-15,21-23,26-31H,8,12-13,16-20H2,1-7H3,(H,38,44)(H,39,45)(H,40,46)/t22-,23+,26-,27-,28-,29-,30+,31-/m0/s1

Standard InChI Key:  HYRQCHAOLBRARM-JOVZOZRWSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5087261

   Aspergillicin C

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: 710.87

Molecular Weight (Monoisotopic): 710.4003

AlogP: 1.16

#Rotatable Bonds: 6

Polar Surface Area: 174.53

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.66

CX Basic pKa: ┄

CX LogP: 1.24

CX LogD: 1.24

Aromatic Rings: 1

Heavy Atoms: 51

QED Weighted: 0.37

Np Likeness Score: 1.12

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]

Source

Source(1):

• Scientific Literature