Peniciisocoumarin B

ID: ALA4442629

PubChem CID: 145720895

Max Phase: Preclinical

Molecular Formula: C14H20O5

Molecular Weight: 268.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)CCC[C@@H]1C[C@@H]2C[C@@H](O)CC(O)=C2C(=O)O1

Standard InChI:  InChI=1S/C14H20O5/c1-8(15)3-2-4-11-6-9-5-10(16)7-12(17)13(9)14(18)19-11/h9-11,16-17H,2-7H2,1H3/t9-,10+,11+/m0/s1

Standard InChI Key:  ZVZLNUBJFZVVLC-HBNTYKKESA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    2.6579  -22.1508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6579  -22.9680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3632  -23.3725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3632  -21.7381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0685  -22.1508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0695  -22.9680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7739  -23.3735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4816  -22.9662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4806  -22.1490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7718  -21.7391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7696  -20.9219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3632  -20.9209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9508  -23.3776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0653  -23.7811    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1893  -23.3749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8971  -22.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6047  -23.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3125  -22.9665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0201  -23.3752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3126  -22.1493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2  3  1  0
  3  6  1  0
  5  4  2  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
  2 13  1  1
  6 14  1  1
  8 15  1  6
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4442629

   ---

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: 268.31

Molecular Weight (Monoisotopic): 268.1311

AlogP: 1.64

#Rotatable Bonds: 4

Polar Surface Area: 83.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.36

CX Basic pKa: ┄

CX LogP: 0.48

CX LogD: 0.48

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.76

Np Likeness Score: 1.88

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