Taxodal

ID: ALA4740139

PubChem CID: 102406773

Max Phase: Preclinical

Molecular Formula: C19H26O3

Molecular Weight: 302.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)c1cc(C=O)c([C@@]2(C)CCCC(C)(C)C2=O)cc1O

Standard InChI:  InChI=1S/C19H26O3/c1-12(2)14-9-13(11-20)15(10-16(14)21)19(5)8-6-7-18(3,4)17(19)22/h9-12,21H,6-8H2,1-5H3/t19-/m1/s1

Standard InChI Key:  TUHAXJRKHALZKK-LJQANCHMSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   16.0343   -5.9804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6298   -5.2705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2167   -5.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9241   -4.0406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9241   -4.8619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3429   -4.8619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3429   -4.0406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6335   -3.6278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0481   -3.6361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7591   -4.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4716   -3.6426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4744   -2.8204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7588   -2.4058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0492   -2.8181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3356   -3.2192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0500   -5.2756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7583   -1.5845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7558   -4.8698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4660   -5.2853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1869   -2.4089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8981   -2.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1882   -1.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  0
  4  8  1  0
  5  2  1  0
  2  6  1  0
  6  7  1  0
  7  8  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  7  9  1  0
  7 15  1  1
  6 16  2  0
 13 17  1  0
 10 18  1  0
 18 19  2  0
 12 20  1  0
 20 21  1  0
 20 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4740139

   4-hydroxy-5-propan-2-yl-2-[(1R)-1,3,3-trimethyl-2-oxocyclohexyl]benzaldehyde

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 302.41

Molecular Weight (Monoisotopic): 302.1882

AlogP: 4.37

#Rotatable Bonds: 3

Polar Surface Area: 54.37

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.72

CX Basic pKa: ┄

CX LogP: 5.47

CX LogD: 5.31

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.84

Np Likeness Score: 1.55

References

1. Martín-Escolano R,Guardia JJ,Martín-Escolano J,Cirauqui N,Fernández A,Rosales MJ,Chahboun R,Sánchez-Moreno M,Alvarez-Manzaneda E,Marín C.  (2020)  In Vivo Biological Evaluation of a Synthetic Royleanone Derivative as a Promising Fast-Acting Trypanocidal Agent by Inducing Mitochondrial-Dependent Necrosis.,  83  (12): [PMID:33253573] [10.1021/acs.jnatprod.0c00651]

Source

Source(1):

• Scientific Literature