ID: ALA1237210

Max Phase: Preclinical

Molecular Formula: C35H52O4

Molecular Weight: 536.80

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)=CCC1=C(O)[C@@]2(C(=O)C(C)C)C(=O)[C@](CC=C(C)C)(C[C@H](CC=C(C)C)[C@@]2(C)CCC=C(C)C)C1=O

Standard InChI:  InChI=1S/C35H52O4/c1-22(2)13-12-19-33(11)27(16-14-23(3)4)21-34(20-18-25(7)8)30(37)28(17-15-24(5)6)31(38)35(33,32(34)39)29(36)26(9)10/h13-15,18,26-27,38H,12,16-17,19-21H2,1-11H3/t27-,33+,34+,35-/m0/s1

Standard InChI Key:  IWBJJCOKGLUQIZ-HQKKAZOISA-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: 536.80

Molecular Weight (Monoisotopic): 536.3866

AlogP: 8.99

#Rotatable Bonds: 11

Polar Surface Area: 71.44

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.82

CX Basic pKa:

CX LogP: 9.67

CX LogD: 6.41

Aromatic Rings: 0

Heavy Atoms: 39

QED Weighted: 0.21

Np Likeness Score: 2.52

References

1. Kumar A, Chauhan S..  (2016)  How much successful are the medicinal chemists in modulation of SIRT1: A critical review.,  119  [PMID:27153347] [10.1016/j.ejmech.2016.04.063]

2. Gao W, Hou WZ, Zhao J, Xu F, Li L, Xu F, Sun H, Xing JG, Peng Y, Wang XL, Ji TF, Gu ZY..  (2016)  Polycyclic Polyprenylated Acylphloroglucinol Congeners from Hypericum scabrum.,  79  (6): [PMID:27280968] [10.1021/acs.jnatprod.5b01063]

3. Cottet K, Xu B, Coric P, Bouaziz S, Michel S, Vidal M, Lallemand MC, Broussy S..  (2016)  Guttiferone A Aggregates Modulate Silent Information Regulator 1 (SIRT1) Activity.,  59  (20): [PMID:27669815] [10.1021/acs.jmedchem.6b01182]

4. Khan H, Rengasamy KRR, Pervaiz A, Nabavi SM, Atanasov AG, Kamal MA..  (2018)  Plant-derived mPGES-1 inhibitors or suppressors: A new emerging trend in the search for small molecules to combat inflammation.,  153  [PMID:29329790] [10.1016/j.ejmech.2017.12.059]

5. Hall A, Chanteux H, Ménochet K, Ledecq M, Schulze MED..  (2021)  Designing Out PXR Activity on Drug Discovery Projects: A Review of Structure-Based Methods, Empirical and Computational Approaches.,  64  (10.0): [PMID:34003642] [10.1021/acs.jmedchem.0c02245]

Source

Source(1):

• Scientific Literature