ID: ALA2208234

Max Phase: Preclinical

Molecular Formula: C34H50O9

Molecular Weight: 602.77

Molecule Type: Small molecule

Representations

Synonyms (1): Trigowiin A
Synonyms from Alternative Forms(1):

Canonical SMILES:  CCCCCCCCCCCC(=O)O[C@@H]1[C@@H](C)[C@@]2(O)[C@@H](C(=O)C(CO)=C[C@]3(O)C(=O)C(C)=C[C@@H]23)[C@@H]2C(C)(C)[C@]12OC(C)=O

Standard InChI:  InChI=1S/C34H50O9/c1-7-8-9-10-11-12-13-14-15-16-25(37)42-30-21(3)33(41)24-17-20(2)29(39)32(24,40)18-23(19-35)27(38)26(33)28-31(5,6)34(28,30)43-22(4)36/h17-18,21,24,26,28,30,35,40-41H,7-16,19H2,1-6H3/t21-,24-,26+,28-,30-,32-,33+,34-/m1/s1

Standard InChI Key:  KWBZHXARNUSVGU-SNDKCSAGSA-N

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

Properties

Molecular Weight: 602.77

Molecular Weight (Monoisotopic): 602.3455

AlogP: 4.15

#Rotatable Bonds: 13

Polar Surface Area: 147.43

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.22

CX Basic pKa:

CX LogP: 4.63

CX LogD: 4.63

Aromatic Rings: 0

Heavy Atoms: 43

QED Weighted: 0.21

Np Likeness Score: 2.37

References

1. Bourjot M, Delang L, Nguyen VH, Neyts J, Guéritte F, Leyssen P, Litaudon M..  (2012)  Prostratin and 12-O-tetradecanoylphorbol 13-acetate are potent and selective inhibitors of Chikungunya virus replication.,  75  (12): [PMID:23215460] [10.1021/np300637t]

Source

Source(1):

• Scientific Literature