Peniciisocoumarin H

ID: ALA4527139

PubChem CID: 145720900

Max Phase: Preclinical

Molecular Formula: C14H18O5

Molecular Weight: 266.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@H](O)CCC[C@H]1OC(=O)c2c(O)cccc2[C@@H]1O

Standard InChI:  InChI=1S/C14H18O5/c1-8(15)4-2-7-11-13(17)9-5-3-6-10(16)12(9)14(18)19-11/h3,5-6,8,11,13,15-17H,2,4,7H2,1H3/t8-,11-,13+/m1/s1

Standard InChI Key:  MKGJZZJGIQIYRM-DYLAAIIWSA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   21.4602   -2.5093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4590   -3.3289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1671   -3.7378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1653   -2.1005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8739   -2.5057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8727   -3.3309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5828   -3.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2986   -3.3330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2998   -2.5078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5852   -2.0919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5852   -1.2747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1628   -1.2833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0052   -3.7435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7141   -3.3369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4206   -3.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1295   -3.3409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8360   -3.7515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1318   -2.5238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5805   -4.5594    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  1  6
  7 19  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4527139

   ---

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: 266.29

Molecular Weight (Monoisotopic): 266.1154

AlogP: 1.52

#Rotatable Bonds: 4

Polar Surface Area: 86.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.57

CX Basic pKa: ┄

CX LogP: 2.05

CX LogD: 2.05

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.72

Np Likeness Score: 2.27

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