ID: ALA2426036

Max Phase: Preclinical

Molecular Formula: C30H52O4

Molecular Weight: 476.74

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)(O)[C@H]1CC[C@@](C)([C@H]2CC[C@]3(C)[C@@H]2[C@H](O)C[C@@H]2[C@@]4(C)CC[C@H](O)C(C)(C)[C@@H]4CC[C@]23C)O1

Standard InChI:  InChI=1S/C30H52O4/c1-25(2)20-10-15-28(6)21(27(20,5)13-11-22(25)32)17-19(31)24-18(9-14-29(24,28)7)30(8)16-12-23(34-30)26(3,4)33/h18-24,31-33H,9-17H2,1-8H3/t18-,19+,20-,21+,22-,23+,24-,27-,28+,29+,30-/m0/s1

Standard InChI Key:  DOAJFZJEGHSYOI-LEJKDQSTSA-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: 476.74

Molecular Weight (Monoisotopic): 476.3866

AlogP: 5.71

#Rotatable Bonds: 2

Polar Surface Area: 69.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa:

CX LogP: 4.55

CX LogD: 4.55

Aromatic Rings: 0

Heavy Atoms: 34

QED Weighted: 0.48

Np Likeness Score: 3.18

References

1. Zhou Z, Ma C, Zhang H, Bi Y, Chen X, Tian H, Xie X, Meng Q, Lewis PJ, Xu J..  (2013)  Synthesis and biological evaluation of novel ocotillol-type triterpenoid derivatives as antibacterial agents.,  68  [PMID:23994872] [10.1016/j.ejmech.2013.07.041]

2. Li L, Chen X, Li D, Zhong D..  (2011)  Identification of 20(S)-protopanaxadiol metabolites in human liver microsomes and human hepatocytes.,  39  (3): [PMID:21139039] [10.1124/dmd.110.036723]

3. Ren Q, Yang G, Guo M, Guo J, Li Y, Lu J, Yang Q, Tang H, Li Y, Fang X, Sun Y, Qi JG, Tian J, Wang H..  (2019)  Design, synthesis, and discovery of ocotillol-type amide derivatives as orally available modulators of P-glycoprotein-mediated multidrug resistance.,  161  [PMID:30347326] [10.1016/j.ejmech.2018.10.038]

4. Sun Y, Fang X, Gao M, Wang C, Gao H, Bi W, Tang H, Cui Y, Zhang L, Fan H, Yu H, Yang G..  (2020)  Synthesis and Structure-Activity Relationship of Pyxinol Derivatives as Novel Anti-Inflammatory Agents.,  11  (4): [PMID:32292550] [10.1021/acsmedchemlett.9b00562]

5. Cheng Y,Li R,Lin Z,Chen F,Dai J,Zhu Z,Chen L,Zhao Y.  (2020)  Structure-activity relationship analysis of dammarane-type natural products as muscle-type creatine kinase activators.,  30  (17.0): [PMID:32738969] [10.1016/j.bmcl.2020.127364]

6. Wang C,Gao M,Liu S,Zou Z,Ren R,Zhang C,Xie H,Sun J,Qi Y,Qu Q,Song Z,Yang G,Wang H.  (2021)  Pyxinol bearing amino acid residues: Easily achievable and promising modulators of P-glycoprotein-mediated multidrug resistance.,  216  [PMID:33706147] [10.1016/j.ejmech.2021.113317]

7. Yang G,Gao M,Sun Y,Wang C,Fang X,Gao H,Diao W,Yu H.  (2020)  Design, synthesis and anti-inflammatory activity of 3-amino acid derivatives of ocotillol-type sapogenins.,  202  [PMID:32650181] [10.1016/j.ejmech.2020.112507]

Source

Source(1):

• Scientific Literature