beta-Aflatrem

ID: ALA515719

PubChem CID: 44584649

Max Phase: Preclinical

Molecular Formula: C32H39NO4

Molecular Weight: 501.67

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Beta-Aflatrem | CHEMBL515719

Canonical SMILES:  C=CC(C)(C)c1ccc2[nH]c3c(c2c1)C[C@@H]1CC[C@@]2(O)C4=CC(=O)[C@@H]5O[C@]4(CC[C@]2(C)[C@@]31C)OC5(C)C

Standard InChI:  InChI=1S/C32H39NO4/c1-8-27(2,3)18-9-10-22-20(15-18)21-16-19-11-12-31(35)24-17-23(34)26-28(4,5)37-32(24,36-26)14-13-29(31,6)30(19,7)25(21)33-22/h8-10,15,17,19,26,33,35H,1,11-14,16H2,2-7H3/t19-,26-,29+,30+,31+,32+/m0/s1

Standard InChI Key:  ONMXSHAELZXSPO-PTTWTGCFSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA515719

   (1R,4R,5S,16S,19S,23R)-19-hydroxy-4,5,24,24-tetramethyl-11-(2-methylbut-3-en-2-yl)-25,26-dioxa-7-azaheptacyclo[21.2.1.01,20.04,19.05,16.06,14.08,13]hexacosa-6(14),8(13),9,11,20-pentaen-22-one

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 501.67

Molecular Weight (Monoisotopic): 501.2879

AlogP: 5.79

#Rotatable Bonds: 2

Polar Surface Area: 71.55

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.62

CX Basic pKa: ┄

CX LogP: 6.05

CX LogD: 6.05

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.51

Np Likeness Score: 2.79

References

1. TePaske MR, Gloer JB, Wicklow DT, Dowd PF.  (1992)  Aflavarin and -Aflatrem: New Anti-Insectan Metabolites from the Sclerotia of Aspergillus flavus,  55  (8): [10.1021/np50086a008]

Source

Source(1):

• Scientific Literature