2-((4aS,6aS,6bR,8aR,9R,10S,12aR,12bR,14bS)-10-((2S,3R,4S,5S)-4,5-dihydroxy-3-((2S,3R,4S,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yloxy)tetrahydro-2H-pyran-2-yloxy)-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxamido)acetic acid

ID: ALA4086947

PubChem CID: 137641545

Max Phase: Preclinical

Molecular Formula: C43H69NO13

Molecular Weight: 808.02

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H]1O[C@@H](O[C@H]2[C@H](O[C@H]3CC[C@@]4(C)[C@@H](CC[C@]5(C)[C@@H]4CC=C4[C@@H]6CC(C)(C)CC[C@]6(C(=O)NCC(=O)O)CC[C@]45C)[C@]3(C)CO)OC[C@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C43H69NO13/c1-22-30(49)32(51)33(52)35(55-22)57-34-31(50)25(46)20-54-36(34)56-28-11-12-39(4)26(40(28,5)21-45)10-13-42(7)27(39)9-8-23-24-18-38(2,3)14-16-43(24,17-15-41(23,42)6)37(53)44-19-29(47)48/h8,22,24-28,30-36,45-46,49-52H,9-21H2,1-7H3,(H,44,53)(H,47,48)/t22-,24-,25-,26+,27+,28-,30-,31-,32-,33+,34+,35-,36-,39-,40-,41+,42+,43-/m0/s1

Standard InChI Key:  PVQLIOADTONESL-UNZUKEEISA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4086947

   ---

Molecule Features

Natural Product: No

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: 808.02

Molecular Weight (Monoisotopic): 807.4769

AlogP: 2.64

#Rotatable Bonds: 8

Polar Surface Area: 224.70

Molecular Species: ACID

HBA: 12

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.08

CX Basic pKa: 0.21

CX LogP: 2.34

CX LogD: -0.77

Aromatic Rings: ┄

Heavy Atoms: 57

QED Weighted: 0.13

Np Likeness Score: 2.57

References

1. Tong X, Han L, Duan H, Cui Y, Feng Y, Zhu Y, Chen Z, Yang S..  (2017)  The derivatives of Pulsatilla saponin A, a bioactive compound from Pulsatilla chinensis: Their synthesis, cytotoxicity, haemolytic toxicity and mechanism of action.,  129  [PMID:28237662] [10.1016/j.ejmech.2017.02.025]

Source

Source(1):

• Scientific Literature