(4Z,7Z)-Deca-4,7-dienoic acid (1aS,4R,7aS,7bS,8R,9R,9aS)-4a,7b-dihydroxy-3-hydroxymethyl-1,6,8-trimethyl-1-(R)-methyl-9-((S)-2-methyl-butyryloxy)-2,5-dioxo-1,1a,1b,2,4a,5,7a,7b,8,9-decahydro-cyclopropa[3,4]benzo[1,2-e]azulen-9a-yl ester

ID: ALA5175917

Chembl Id: CHEMBL5175917

PubChem CID: 168275766

Max Phase: Preclinical

Molecular Formula: C35H48O9

Molecular Weight: 612.76

Names and Identifiers

Canonical SMILES:  CC/C=C\C/C=C\CCC(=O)O[C@@]12[C@H](OC(=O)[C@@H](C)CC)[C@@H](C)[C@@]3(O)[C@@H](C(=O)C(CO)=C[C@]4(O)C(=O)C(C)=C[C@@H]34)[C@@H]1C2(C)C

Standard InChI:  InChI=1S/C35H48O9/c1-8-10-11-12-13-14-15-16-25(37)44-35-28(32(35,6)7)26-27(38)23(19-36)18-33(41)24(17-21(4)29(33)39)34(26,42)22(5)30(35)43-31(40)20(3)9-2/h10-11,13-14,17-18,20,22,24,26,28,30,36,41-42H,8-9,12,15-16,19H2,1-7H3/b11-10-,14-13-/t20-,22+,24+,26-,28+,30+,33+,34-,35+/m0/s1

Standard InChI Key:  KYFJIEVANFXJFD-LEVDAJMHSA-N

Alternative Forms

1. Parent:

   

   ALA5175917

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 612.76

Molecular Weight (Monoisotopic): 612.3298

AlogP: 3.95

#Rotatable Bonds: 11

Polar Surface Area: 147.43

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.22

CX Basic pKa:

CX LogP: 4.70

CX LogD: 4.70

Aromatic Rings: 0

Heavy Atoms: 44

QED Weighted: 0.23

Np Likeness Score: 2.82

References

1. Jiang ZY, Feng JE, Duan LK, Liu CJ, Li XF, Huang CQ, Shi SL, Wang RR, Zuo AX, He HP..  (2022)  Tigliane Diterpenoids with Larvicidal, Antifungal, and α-Glucosidase Inhibitory Activities from Croton damayeshu.,  85  (2.0): [PMID:35080403] [10.1021/acs.jnatprod.1c00977]

Source

Source(1):

• Scientific Literature