ID: ALA3323242

Max Phase: Preclinical

Molecular Formula: C28H27NO7

Molecular Weight: 489.52

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc2c(c1OC)C(=O)O[C@@H]2[C@H]1c2c(c(-c3ccccc3)c3c(c2OC)OCO3)CCN1C

Standard InChI:  InChI=1S/C28H27NO7/c1-29-13-12-16-19(15-8-6-5-7-9-15)26-27(35-14-34-26)25(33-4)20(16)22(29)23-17-10-11-18(31-2)24(32-3)21(17)28(30)36-23/h5-11,22-23H,12-14H2,1-4H3/t22-,23+/m1/s1

Standard InChI Key:  AQPMWHZCQXTYCJ-PKTZIBPZSA-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: 489.52

Molecular Weight (Monoisotopic): 489.1788

AlogP: 4.55

#Rotatable Bonds: 5

Polar Surface Area: 75.69

Molecular Species: NEUTRAL

HBA: 8

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.06

CX Basic pKa: 7.10

CX LogP: 4.23

CX LogD: 4.05

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.48

Np Likeness Score: 1.11

References

1. Porcù E, Sipos A, Basso G, Hamel E, Bai R, Stempfer V, Udvardy A, Bényei AC, Schmidhammer H, Antus S, Viola G..  (2014)  Novel 9'-substituted-noscapines: synthesis with Suzuki cross-coupling, structure elucidation and biological evaluation.,  84  [PMID:25050880] [10.1016/j.ejmech.2014.07.050]

2. Manchukonda NK, Naik PK, Sridhar B, Kantevari S..  (2014)  Synthesis and biological evaluation of novel biaryl type α-noscapine congeners.,  24  (24): [PMID:25453814] [10.1016/j.bmcl.2014.10.046]

Source

Source(1):

• Scientific Literature