ID: ALA2022265

Max Phase: Preclinical

Molecular Formula: C21H28O5

Molecular Weight: 360.45

Molecule Type: Small molecule

Representations

Synonyms (1): Methylgeopyxin C
Synonyms from Alternative Forms(1):

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

Standard InChI:  InChI=1S/C21H28O5/c1-11-12-5-6-13-20(3)14(9-16(23)21(13,10-12)17(11)24)19(2,18(25)26-4)8-7-15(20)22/h12-14,16,23H,1,5-10H2,2-4H3/t12-,13+,14-,16+,19-,20+,21-/m1/s1

Standard InChI Key:  VCVUJQJODGVLDL-ZXQYVARWSA-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: 360.45

Molecular Weight (Monoisotopic): 360.1937

AlogP: 2.46

#Rotatable Bonds: 1

Polar Surface Area: 80.67

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 2.90

CX LogD: 2.90

Aromatic Rings: 0

Heavy Atoms: 26

QED Weighted: 0.57

Np Likeness Score: 3.23

References

1. 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(1):

• Scientific Literature