(1'R,2'R,4a'S,6'R,8a'S)-4,6'-dihydroxy-2',5',5',8a'-tetramethyl-3',4',4a',5',6',7',8',8a'-octahydro-2'H,3H-spiro[benzofuran-2,1'-naphthalene]-6,7-dicarbaldehyde

ID: ALA1170899

Chembl Id: CHEMBL1170899

PubChem CID: 9886484

Max Phase: Preclinical

Molecular Formula: C23H30O5

Molecular Weight: 386.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H]1CC[C@H]2C(C)(C)[C@H](O)CC[C@]2(C)[C@@]12Cc1c(O)cc(C=O)c(C=O)c1O2

Standard InChI:  InChI=1S/C23H30O5/c1-13-5-6-18-21(2,3)19(27)7-8-22(18,4)23(13)10-15-17(26)9-14(11-24)16(12-25)20(15)28-23/h9,11-13,18-19,26-27H,5-8,10H2,1-4H3/t13-,18+,19-,22+,23-/m1/s1

Standard InChI Key:  WIGGVNIABVHHCS-QJAXDWLUSA-N

Alternative Forms

1. Parent:

   

   ALA1170899

   Stachybotrydial

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

Calculated Properties

Molecular Weight: 386.49

Molecular Weight (Monoisotopic): 386.2093

AlogP: 3.92

#Rotatable Bonds: 2

Polar Surface Area: 83.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.12

CX Basic pKa: ┄

CX LogP: 3.88

CX LogD: 3.42

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.75

Np Likeness Score: 2.88

References

1. Kaur K, Jain M, Kaur T, Jain R..  (2009)  Antimalarials from nature.,  17  (9): [PMID:19299148] [10.1016/j.bmc.2009.02.050]

2. Tedaldi L, Wagner GK.  (2014)  Beyond substrate analogues: new inhibitor chemotypes for glycosyltransferases,  5  (8): [10.1039/C4MD00086B]

3. Yang J, Wang Y, Guan W, Su W, Li G, Zhang S, Yao H..  (2022)  Spiral molecules with antimalarial activities: A review.,  237  [PMID:35461019] [10.1016/j.ejmech.2022.114361]

Source

Source(1):

• Scientific Literature