Paspalitrem A

ID: ALA4555220

PubChem CID: 10028978

Max Phase: Preclinical

Molecular Formula: C32H39NO4

Molecular Weight: 501.67

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)=CCc1ccc2[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/c1-18(2)7-8-19-9-10-23-21(15-19)22-16-20-11-12-31(35)25-17-24(34)27-28(3,4)37-32(25,36-27)14-13-29(31,5)30(20,6)26(22)33-23/h7,9-10,15,17,20,27,33,35H,8,11-14,16H2,1-6H3/t20-,27-,29+,30+,31+,32-/m0/s1

Standard InChI Key:  WCISYVSWAOUFIY-TZHHUJIHSA-N

Molfile:  

 
     RDKit          2D

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   38.1511  -32.3682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0335  -28.6538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   35.3055  -30.7063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0150  -31.1277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7436  -29.8941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   37.4366  -31.1385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   37.4596  -29.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6064  -29.4769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   34.6068  -27.8340    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   33.8209  -29.7265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3440  -29.0555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3300  -30.3874    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.5498  -30.1249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5597  -29.3017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8529  -28.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1357  -29.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1297  -30.1133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8371  -30.5280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7365  -29.0639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   30.4318  -28.8720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7204  -29.2741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0164  -28.8591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3050  -29.2612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0239  -28.0419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7241  -31.5320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.8620  -31.1441    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
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  6  4  1  0
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 17 21  1  1
 22 23  2  0
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  6 31  1  6
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 28 33  1  0
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 11 38  1  1
 13  2  1  0
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 13 39  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4555220

   Paspalitrem A

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: 501.67

Molecular Weight (Monoisotopic): 501.2879

AlogP: 5.83

#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: 6.09

CX LogD: 6.09

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.51

Np Likeness Score: 2.86

References

1. Ariantari NP, Ancheeva E, Wang C, Mándi A, Knedel TO, Kurtán T, Chaidir C, Müller WEG, Kassack MU, Janiak C, Daletos G, Proksch P..  (2019)  Indole Diterpenoids from an Endophytic Penicillium sp.,  82  (6): [PMID:31117519] [10.1021/acs.jnatprod.8b00723]

Source

Source(1):

• Scientific Literature