ID: ALA3323240

Max Phase: Preclinical

Molecular Formula: C22H22BrNO7

Molecular Weight: 492.32

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C22H22BrNO7/c1-24-8-7-10-13(19(28-4)21-20(15(10)23)29-9-30-21)16(24)17-11-5-6-12(26-2)18(27-3)14(11)22(25)31-17/h5-6,16-17H,7-9H2,1-4H3/t16-,17+/m1/s1

Standard InChI Key:  PLMUFLAOTAHIIZ-SJORKVTESA-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: 492.32

Molecular Weight (Monoisotopic): 491.0580

AlogP: 3.64

#Rotatable Bonds: 4

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: 13.05

CX Basic pKa: 7.05

CX LogP: 3.35

CX LogD: 3.19

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.60

Np Likeness Score: 1.26

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. DeBono A, Capuano B, Scammells PJ..  (2015)  Progress Toward the Development of Noscapine and Derivatives as Anticancer Agents.,  58  (15): [PMID:25811651] [10.1021/jm501180v]

Source

Source(1):

• Scientific Literature