ID: ALA494606

Max Phase: Preclinical

Molecular Formula: C24H34O7

Molecular Weight: 434.53

Molecule Type: Small molecule

Representations

Synonyms (1): Ajugarin-1
Synonyms from Alternative Forms(1):

Canonical SMILES:  CC(=O)OC[C@@]12[C@@H](OC(C)=O)C[C@@H](C)[C@](C)(CCC3=CC(=O)OC3)[C@H]1CCC[C@]21CO1

Standard InChI:  InChI=1S/C24H34O7/c1-15-10-20(31-17(3)26)24(14-29-16(2)25)19(6-5-8-23(24)13-30-23)22(15,4)9-7-18-11-21(27)28-12-18/h11,15,19-20H,5-10,12-14H2,1-4H3/t15-,19-,20+,22+,23+,24+/m1/s1

Standard InChI Key:  RNYBNBANBCQZON-PGQNDPHJSA-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: 434.53

Molecular Weight (Monoisotopic): 434.2305

AlogP: 3.35

#Rotatable Bonds: 6

Polar Surface Area: 91.43

Molecular Species: NEUTRAL

HBA: 7

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.47

CX Basic pKa:

CX LogP: 2.69

CX LogD: 2.43

Aromatic Rings: 0

Heavy Atoms: 31

QED Weighted: 0.36

Np Likeness Score: 3.48

References

1. Kuria KA, Chepkwony H, Govaerts C, Roets E, Busson R, De Witte P, Zupko I, Hoornaert G, Quirynen L, Maes L, Janssens L, Hoogmartens J, Laekeman G..  (2002)  The antiplasmodial activity of isolates from Ajuga remota.,  65  (5): [PMID:12027771] [10.1021/np0104626]

2. klein Gebbinck EA, Stork GA, Jansen BJ, de Groot A.  (1999)  Synthesis and insect antifeedant activity of 2-substituted 2,3-dihydrofuran-3-ols and butenolides (Part II),  55  (36): [10.1016/S0040-4020(99)00612-2]

Source

Source(1):

• Scientific Literature