ID: ALA4554146

Max Phase: Preclinical

Molecular Formula: C22H24F2N4O3

Molecular Weight: 430.46

Molecule Type: Unknown

Representations

Canonical SMILES:  O=C1N(CCO)c2cc(F)cc(F)c2C12CCN(c1nc3c(c(=O)[nH]1)CCCC3)CC2

Standard InChI:  InChI=1S/C22H24F2N4O3/c23-13-11-15(24)18-17(12-13)28(9-10-29)20(31)22(18)5-7-27(8-6-22)21-25-16-4-2-1-3-14(16)19(30)26-21/h11-12,29H,1-10H2,(H,25,26,30)

Standard InChI Key:  PQGLPXUXVBAMGX-UHFFFAOYSA-N

Molecule Features

Natural Product: No

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

Properties

Molecular Weight: 430.46

Molecular Weight (Monoisotopic): 430.1816

AlogP: 1.80

#Rotatable Bonds: 3

Polar Surface Area: 89.53

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.21

CX Basic pKa: 3.20

CX LogP: 1.54

CX LogD: 1.48

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.78

Np Likeness Score: -1.08

References

1. Shirai F, Mizutani A, Yashiroda Y, Tsumura T, Kano Y, Muramatsu Y, Chikada T, Yuki H, Niwa H, Sato S, Washizuka K, Koda Y, Mazaki Y, Jang MK, Yoshida H, Nagamori A, Okue M, Watanabe T, Kitamura K, Shitara E, Honma T, Umehara T, Shirouzu M, Fukami T, Seimiya H, Yoshida M, Koyama H..  (2020)  Design and Discovery of an Orally Efficacious Spiroindolinone-Based Tankyrase Inhibitor for the Treatment of Colon Cancer.,  63  (8): [PMID:32202790] [10.1021/acs.jmedchem.0c00045]

2. Shirai F, Tsumura T, Yashiroda Y, Yuki H, Niwa H, Sato S, Chikada T, Koda Y, Washizuka K, Yoshimoto N, Abe M, Onuki T, Mazaki Y, Hirama C, Fukami T, Watanabe H, Honma T, Umehara T, Shirouzu M, Okue M, Kano Y, Watanabe T, Kitamura K, Shitara E, Muramatsu Y, Yoshida H, Mizutani A, Seimiya H, Yoshida M, Koyama H..  (2019)  Discovery of Novel Spiroindoline Derivatives as Selective Tankyrase Inhibitors.,  62  (7): [PMID:30883102] [10.1021/acs.jmedchem.8b01888]

Source

Source(1):

• Scientific Literature