Peniandranoid D

ID: ALA5289661

Max Phase: Preclinical

Molecular Formula: C38H48O11

Molecular Weight: 680.79

Names and Identifiers

Canonical SMILES:  COC(=O)[C@@]12C(=O)[C@](C)(C(=O)c3cc(OC)c(O)c(O)c3C(C)=O)C(=O)[C@]1(C)C(C)=C[C@H]1[C@]3(C)CC[C@H](OC(C)=O)C(C)(C)[C@H]3CC[C@@]12C

Standard InChI:  InChI=1S/C38H48O11/c1-18-16-24-34(6)14-13-25(49-20(3)40)33(4,5)23(34)12-15-35(24,7)38(32(46)48-11)31(45)36(8,30(44)37(18,38)9)29(43)21-17-22(47-10)27(41)28(42)26(21)19(2)39/h16-17,23-25,41-42H,12-15H2,1-11H3/t23-,24+,25+,34-,35+,36-,37+,38-/m1/s1

Standard InChI Key:  UKHCERPAGVUNBN-PQSWCRNISA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5289661

   ---

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: 680.79

Molecular Weight (Monoisotopic): 680.3197

AlogP: 5.57

#Rotatable Bonds: 6

Polar Surface Area: 170.57

Molecular Species: NEUTRAL

HBA: 11

HBD: 2

#RO5 Violations: 3

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.04

CX Basic pKa: ┄

CX LogP: 6.10

CX LogD: 6.01

Aromatic Rings: 1

Heavy Atoms: 49

QED Weighted: 0.13

Np Likeness Score: 1.75

References

1. Chang JL, Gan YT, Peng XG, Ouyang QX, Pei J, Ruan HL..  (2023)  Peniandranoids A-E: Meroterpenoids with Antiviral and Immunosuppressive Activity from a Penicillium sp.,  86  (1.0): [PMID:36596229] [10.1021/acs.jnatprod.2c00766]

Source

Source(1):

• Scientific Literature