ID: ALA79487

Max Phase: Preclinical

Molecular Formula: C32H44O13

Molecular Weight: 636.69

Molecule Type: Small molecule

Representations

Synonyms (1): Esulatin D
Synonyms from Alternative Forms(1):

Canonical SMILES:  C=C1[C@H](OC(C)=O)C[C@@H](OC(C)=O)C(C)(C)/C=C/[C@@H](C)C(=O)[C@@]2(OC(C)=O)C[C@@](C)(OC(C)=O)[C@H](OC(C)=O)[C@@H]2[C@H]1OC(C)=O

Standard InChI:  InChI=1S/C32H44O13/c1-16-12-13-30(9,10)25(41-19(4)34)14-24(40-18(3)33)17(2)27(42-20(5)35)26-29(43-21(6)36)31(11,44-22(7)37)15-32(26,28(16)39)45-23(8)38/h12-13,16,24-27,29H,2,14-15H2,1,3-11H3/b13-12+/t16-,24-,25-,26+,27+,29-,31-,32-/m1/s1

Standard InChI Key:  OPQAEQYPBHCNDV-SIOVGDGMSA-N

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

Properties

Molecular Weight: 636.69

Molecular Weight (Monoisotopic): 636.2782

AlogP: 3.10

#Rotatable Bonds: 6

Polar Surface Area: 174.87

Molecular Species: NEUTRAL

HBA: 13

HBD: 0

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa:

CX LogP: 1.78

CX LogD: 1.78

Aromatic Rings: 0

Heavy Atoms: 45

QED Weighted: 0.24

Np Likeness Score: 2.62

References

1. Hohmann J, Molnár J, Rédei D, Evanics F, Forgo P, Kálmán A, Argay G, Szabó P..  (2002)  Discovery and biological evaluation of a new family of potent modulators of multidrug resistance: reversal of multidrug resistance of mouse lymphoma cells by new natural jatrophane diterpenoids isolated from Euphorbia species.,  45  (12): [PMID:12036352] [10.1021/jm0111301]

2. Vasas A, Sulyok E, Rédei D, Forgo P, Szabó P, Zupkó I, Berényi Á, Molnár J, Hohmann J..  (2011)  Jatrophane diterpenes from Euphorbia esula as antiproliferative agents and potent chemosensitizers to overcome multidrug resistance.,  74  (6): [PMID:21612217] [10.1021/np200202h]

Source

Source(1):

• Scientific Literature