Neopierisoid A

ID: ALA4465257

PubChem CID: 155530955

Max Phase: Preclinical

Molecular Formula: C31H43ClO14

Molecular Weight: 675.12

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(=O)O[C@@H]1[C@@H](OC(C)=O)[C@@]2([C@](C)(O)CCl)OC(=O)C[C@H]2[C@](C)(O)[C@@H]2CC[C@@H]3[C@@H](OC(C)=O)[C@]12[C@@H](OC(C)=O)[C@@]3(C)OC(C)=O

Standard InChI:  InChI=1S/C31H43ClO14/c1-9-21(37)44-24-25(42-15(3)34)31(27(6,39)13-32)20(12-22(38)46-31)28(7,40)19-11-10-18-23(41-14(2)33)30(19,24)26(43-16(4)35)29(18,8)45-17(5)36/h18-20,23-26,39-40H,9-13H2,1-8H3/t18-,19+,20+,23-,24-,25-,26+,27-,28-,29+,30+,31+/m1/s1

Standard InChI Key:  CISIJTKLHASUBX-OKCRZLHBSA-N

Molfile:  

 
     RDKit          2D

 49 52  0  0  0  0  0  0  0  0999 V2000
   35.8077  -14.1299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8035  -14.9542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.5203  -13.7214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1341  -10.7638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5501  -11.3520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3535  -11.5613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.7893   -9.0121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.2059   -9.7290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6178   -9.0095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4455  -10.9441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.7785  -11.5361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6039  -11.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2670  -10.8824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4624  -10.0827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7606   -9.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1310  -10.1839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9482  -10.0985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1249  -10.9028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9104  -11.1475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5206  -10.5913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3397   -9.7870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5486   -9.5387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6098  -11.5752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1164  -11.9444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.1757   -9.2739    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   30.3305   -9.9883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.9562  -12.2861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.1239   -9.3512    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   31.8491  -11.5924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0248  -11.5851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2592  -12.3108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4326  -12.3051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9869  -12.3266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.6056  -12.3996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.6063  -12.2962    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   32.5705  -13.0393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7460  -13.0345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9785  -13.7564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9486  -13.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2301  -13.5179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.6596  -13.5311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6520  -14.3554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0996   -9.9995    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   37.0657  -11.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7843  -11.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0579  -10.3173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.8291  -12.3567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8281  -13.1810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.5444  -11.9454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  3  1  0
  5  4  1  0
  5  6  1  6
  8  7  1  6
  9  8  1  0
 14  8  1  0
  8 17  1  0
 13 11  1  0
 18 12  1  0
 11 12  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 10  1  0
 13 10  1  1
 17 18  1  0
 17 22  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 18 23  1  1
 20  5  1  0
 23  5  1  0
 19 24  1  1
 17 25  1  1
 16 26  2  0
 12 27  1  6
 14 28  1  6
 13 29  1  0
 29 30  1  1
 29 31  1  0
 29 32  1  0
 11 33  1  1
 23 34  1  6
 30 35  1  0
 33 36  1  0
 36 37  2  0
 36 38  1  0
 27 39  1  0
 39 40  2  0
 39 41  1  0
 41 42  1  0
 20 43  1  6
  6 44  1  0
 44 45  1  0
 44 46  2  0
 24 47  1  0
 47 48  2  0
 47 49  1  0
 34  1  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4465257

   ---

Molecule Features

Natural Product: No

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: 675.12

Molecular Weight (Monoisotopic): 674.2341

AlogP: 1.51

#Rotatable Bonds: 8

Polar Surface Area: 198.26

Molecular Species: NEUTRAL

HBA: 14

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.00

CX Basic pKa: ┄

CX LogP: 0.03

CX LogD: 0.03

Aromatic Rings: ┄

Heavy Atoms: 46

QED Weighted: 0.21

Np Likeness Score: 1.63

References

1. Li CH, Zhang JY, Zhang XY, Li SH, Gao JM..  (2019)  An overview of grayanane diterpenoids and their biological activities from the Ericaceae family in the last seven years.,  166  [PMID:30739823] [10.1016/j.ejmech.2019.01.079]

Source

Source(1):

• Scientific Literature