ID: ALA452316

Max Phase: Preclinical

Molecular Formula: C26H29NO7

Molecular Weight: 467.52

Molecule Type: Small molecule

Representations

Synonyms (1): Monovalinoyl Curcumin
Synonyms from Alternative Forms(1):

Canonical SMILES:  COc1cc(/C=C/C(=O)CC(=O)/C=C/c2ccc(OC(=O)[C@@H](N)C(C)C)c(OC)c2)ccc1O

Standard InChI:  InChI=1S/C26H29NO7/c1-16(2)25(27)26(31)34-22-12-8-18(14-24(22)33-4)6-10-20(29)15-19(28)9-5-17-7-11-21(30)23(13-17)32-3/h5-14,16,25,30H,15,27H2,1-4H3/b9-5+,10-6+/t25-/m0/s1

Standard InChI Key:  VFKLDHRMILHGAN-RFFAATPASA-N

Molecule Features

Natural Product: No

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: 467.52

Molecular Weight (Monoisotopic): 467.1944

AlogP: 3.55

#Rotatable Bonds: 11

Polar Surface Area: 125.15

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.28

CX Basic pKa: 7.31

CX LogP: 4.57

CX LogD: 4.30

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.22

Np Likeness Score: 0.68

References

1. Dubey SK, Sharma AK, Narain U, Misra K, Pati U..  (2008)  Design, synthesis and characterization of some bioactive conjugates of curcumin with glycine, glutamic acid, valine and demethylenated piperic acid and study of their antimicrobial and antiproliferative properties.,  43  (9): [PMID:18201805] [10.1016/j.ejmech.2007.11.027]

Source

Source(1):

• Scientific Literature