isobutyric acid(9R)-8,8-dimethyl-9,10-dihydro-2H,8H-benzo[1,2-b:3,4-b']-dipyran-2-one-9-yl ester

ID: ALA449490

Cas Number: 440094-38-2

PubChem CID: 11823236

Max Phase: Preclinical

Molecular Formula: C18H20O5

Molecular Weight: 316.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C(=O)O[C@@H]1Cc2c(ccc3ccc(=O)oc23)OC1(C)C

Standard InChI:  InChI=1S/C18H20O5/c1-10(2)17(20)21-14-9-12-13(23-18(14,3)4)7-5-11-6-8-15(19)22-16(11)12/h5-8,10,14H,9H2,1-4H3/t14-/m1/s1

Standard InChI Key:  PKHNHXIOSSYBJU-CQSZACIVSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    3.1375    0.9321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1375    0.1041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8528   -0.3038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5679    0.1041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8528    1.3524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5662    0.9291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5811    2.5822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8570    2.1781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2904    2.1630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2760    1.3358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9818    0.9099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7066    1.3108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7210    2.1380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0107    2.5645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4164    0.8813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4176    0.5201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1421   -0.7240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8528   -1.1318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5662   -1.5437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5662   -2.3676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2797   -1.1318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2797   -2.7796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8528   -2.7796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  5  1  0
  9 14  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
  2  3  1  0
 12 15  2  0
  5  8  1  0
  2 16  1  0
  6 10  1  0
  2 17  1  0
  9  7  1  0
  3 18  1  1
  7  8  2  0
 18 19  1  0
  9 10  2  0
 19 20  1  0
  3  4  1  0
 19 21  2  0
  4  6  1  0
 20 22  1  0
  5  6  2  0
 20 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA449490

   (R)-O-isobutyroyllomatin

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 316.35

Molecular Weight (Monoisotopic): 316.1311

AlogP: 3.07

#Rotatable Bonds: 2

Polar Surface Area: 65.74

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.42

CX LogD: 3.42

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.63

Np Likeness Score: 2.16

References

1. Valencia-Islas N, Abbas H, Bye R, Toscano R, Mata R..  (2002)  Phytotoxic compounds from Prionosciadium watsoni.,  65  (6): [PMID:12088423] [10.1021/np010448t]

2. Kil YS, Park J, Jafari M, Woo HA, Seo EK..  (2017)  Minor phenolics from Angelica keiskei and their proliferative effects on Hep3B cells.,  27  (14): [PMID:28571822] [10.1016/j.bmcl.2017.05.054]

Source

Source(1):

• Scientific Literature