ID: ALA1813864

Max Phase: Preclinical

Molecular Formula: C34H46O11

Molecular Weight: 630.73

Molecule Type: Small molecule

Representations

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

Canonical SMILES:  C/C=C(\C)C(=O)O[C@@H](C[C@@]1(C)[C@H](C)C[C@H](OC(C)=O)[C@]2(COC(C)=O)[C@@H]1[C@H](OC(=O)/C(C)=C/C)CC[C@]21CO1)C1=CC(=O)OC1

Standard InChI:  InChI=1S/C34H46O11/c1-9-19(3)30(38)44-25-11-12-33(17-42-33)34(18-41-22(6)35)27(43-23(7)36)13-21(5)32(8,29(25)34)15-26(24-14-28(37)40-16-24)45-31(39)20(4)10-2/h9-10,14,21,25-27,29H,11-13,15-18H2,1-8H3/b19-9+,20-10+/t21-,25-,26+,27+,29-,32+,33+,34-/m1/s1

Standard InChI Key:  BGAZAIQJEALJJF-NFWHYXGOSA-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: 630.73

Molecular Weight (Monoisotopic): 630.3040

AlogP: 4.32

#Rotatable Bonds: 10

Polar Surface Area: 144.03

Molecular Species: ACID

HBA: 11

HBD: 0

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 5.59

CX Basic pKa:

CX LogP: 4.58

CX LogD: 2.79

Aromatic Rings: 0

Heavy Atoms: 45

QED Weighted: 0.15

Np Likeness Score: 3.14

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