ID: ALA1902074

Max Phase: Preclinical

Molecular Formula: C22H30O6

Molecular Weight: 390.48

Molecule Type: Small molecule

Representations

Synonyms (1): 1-O-Acetylgeopyxin A
Synonyms from Alternative Forms(1):

Canonical SMILES:  C=C1C(=O)[C@]23C[C@H]1CC[C@H]2[C@]1(C)[C@@H](OC(C)=O)CC[C@@](C)(C(=O)O)[C@H]1C[C@@H]3O

Standard InChI:  InChI=1S/C22H30O6/c1-11-13-5-6-14-21(4)15(9-16(24)22(14,10-13)18(11)25)20(3,19(26)27)8-7-17(21)28-12(2)23/h13-17,24H,1,5-10H2,2-4H3,(H,26,27)/t13-,14+,15-,16+,17+,20-,21+,22-/m1/s1

Standard InChI Key:  ZTVNRCQJNOFPGA-MQAARBLVSA-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: 390.48

Molecular Weight (Monoisotopic): 390.2042

AlogP: 2.73

#Rotatable Bonds: 2

Polar Surface Area: 100.90

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 4.31

CX Basic pKa:

CX LogP: 2.63

CX LogD: -0.32

Aromatic Rings: 0

Heavy Atoms: 28

QED Weighted: 0.56

Np Likeness Score: 3.48

References

1. PubChem BioAssay data set, 

2. Wijeratne EM, Bashyal BP, Liu MX, Rocha DD, Gunaherath GM, U'Ren JM, Gunatilaka MK, Arnold AE, Whitesell L, Gunatilaka AA..  (2012)  Geopyxins A-E, ent-kaurane diterpenoids from endolichenic fungal strains Geopyxis aff. majalis and Geopyxis sp. AZ0066: structure-activity relationships of geopyxins and their analogues.,  75  (3): [PMID:22264149] [10.1021/np200769q]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays