ID: ALA1813866

Max Phase: Preclinical

Molecular Formula: C29H40O10

Molecular Weight: 548.63

Molecule Type: Small molecule

Representations

Synonyms (1): Ajugamarin A1
Synonyms from Alternative Forms(1):

Canonical SMILES:  C/C=C(\C)C(=O)O[C@@H]1CC[C@]2(CO2)[C@]2(COC(C)=O)[C@@H](OC(C)=O)C[C@@H](C)[C@](C)(C[C@H](O)C3=CC(=O)OC3)[C@@H]12

Standard InChI:  InChI=1S/C29H40O10/c1-7-16(2)26(34)39-22-8-9-28(14-37-28)29(15-36-18(4)30)23(38-19(5)31)10-17(3)27(6,25(22)29)12-21(32)20-11-24(33)35-13-20/h7,11,17,21-23,25,32H,8-10,12-15H2,1-6H3/b16-7+/t17-,21+,22-,23+,25-,27+,28+,29-/m1/s1

Standard InChI Key:  HZPBAEMQRBYDPW-CJARLIFWSA-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: 548.63

Molecular Weight (Monoisotopic): 548.2621

AlogP: 2.80

#Rotatable Bonds: 8

Polar Surface Area: 137.96

Molecular Species: ACID

HBA: 10

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.77

CX Basic pKa:

CX LogP: 2.37

CX LogD: 0.74

Aromatic Rings: 0

Heavy Atoms: 39

QED Weighted: 0.21

Np Likeness Score: 3.47

References

1. Guo P, Li Y, Xu J, Liu C, Ma Y, Guo Y..  (2011)  Bioactive neo-clerodane diterpenoids from the whole plants of Ajuga ciliata Bunge.,  74  (7): [PMID:21682262] [10.1021/np2001557]

2. Nishida R, Kawai K, Amano T, Kuwahara Y.  (2004)  Pharmacophagous feeding stimulant activity of neo-clerodane diterpenoids for the turnip sawfly, Athalia rosae ruficornis,  32  (1): [10.1016/S0305-1978(03)00160-1]

3. Amano T, Nishida R, Kuwahara Y.  (1997)  Ajugatakasins A and B, New Diterpenoids fromAjuga decumbens, and Feeding Stimulative Activity of Related Neoclerodane Analogs toward the Turnip Sawfly,  61  (9): [10.1271/bbb.61.1518]

Source

Source(1):

• Scientific Literature