Peniciisocoumarin D

ID: ALA4529113

PubChem CID: 145720901

Max Phase: Preclinical

Molecular Formula: C15H18O5

Molecular Weight: 278.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1c(O)ccc2c1C(=O)O[C@H](CCCC(C)=O)C2

Standard InChI:  InChI=1S/C15H18O5/c1-9(16)4-3-5-11-8-10-6-7-12(17)14(19-2)13(10)15(18)20-11/h6-7,11,17H,3-5,8H2,1-2H3/t11-/m1/s1

Standard InChI Key:  IOJVZWHVZJARPN-LLVKDONJSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   12.3720   -8.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3709   -8.8965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0789   -9.3054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0771   -7.6681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7857   -8.0733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7846   -8.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4947   -9.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2105   -8.9006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2117   -8.0754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4970   -7.6595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4971   -6.8423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0747   -6.8509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9170   -9.3112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6259   -8.9046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3325   -9.3152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0413   -8.9086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7479   -9.3192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0436   -8.0914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3658   -6.4444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6642   -7.6685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
  4 12  1  0
  8 13  1  6
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 12 19  1  0
  1 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4529113

   ---

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: 278.30

Molecular Weight (Monoisotopic): 278.1154

AlogP: 2.24

#Rotatable Bonds: 5

Polar Surface Area: 72.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.18

CX Basic pKa: ┄

CX LogP: 2.19

CX LogD: 2.19

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.84

Np Likeness Score: 1.87

References

1. Bai M, Zheng CJ, Huang GL, Mei RQ, Wang B, Luo YP, Zheng C, Niu ZG, Chen GY..  (2019)  Bioactive Meroterpenoids and Isocoumarins from the Mangrove-Derived Fungus Penicillium sp. TGM112.,  82  (5): [PMID:30990038] [10.1021/acs.jnatprod.8b00866]

Source

Source(1):

• Scientific Literature