ID: ALA4874906

Max Phase: Preclinical

Molecular Formula: C20H22BrN7O5S

Molecular Weight: 552.41

Molecule Type: Unknown

Representations

Canonical SMILES:  NS(=O)(=O)OC[C@H]1C[C@@H](Nc2ncncc2C(=O)c2ccn(Cc3cccc(Br)n3)n2)C[C@@H]1O

Standard InChI:  InChI=1S/C20H22BrN7O5S/c21-18-3-1-2-13(25-18)9-28-5-4-16(27-28)19(30)15-8-23-11-24-20(15)26-14-6-12(17(29)7-14)10-33-34(22,31)32/h1-5,8,11-12,14,17,29H,6-7,9-10H2,(H2,22,31,32)(H,23,24,26)/t12-,14-,17+/m1/s1

Standard InChI Key:  SPAPFFDHWAASPX-MRRJBJDNSA-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: 552.41

Molecular Weight (Monoisotopic): 551.0586

AlogP: 0.88

#Rotatable Bonds: 9

Polar Surface Area: 175.21

Molecular Species: NEUTRAL

HBA: 11

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.40

CX Basic pKa: 4.09

CX LogP: 0.95

CX LogD: 0.95

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.26

Np Likeness Score: -1.03

References

1. Langston SP, Grossman S, England D, Afroze R, Bence N, Bowman D, Bump N, Chau R, Chuang BC, Claiborne C, Cohen L, Connolly K, Duffey M, Durvasula N, Freeze S, Gallery M, Galvin K, Gaulin J, Gershman R, Greenspan P, Grieves J, Guo J, Gulavita N, Hailu S, He X, Hoar K, Hu Y, Hu Z, Ito M, Kim MS, Lane SW, Lok D, Lublinsky A, Mallender W, McIntyre C, Minissale J, Mizutani H, Mizutani M, Molchinova N, Ono K, Patil A, Qian M, Riceberg J, Shindi V, Sintchak MD, Song K, Soucy T, Wang Y, Xu H, Yang X, Zawadzka A, Zhang J, Pulukuri SM..  (2021)  Discovery of TAK-981, a First-in-Class Inhibitor of SUMO-Activating Enzyme for the Treatment of Cancer.,  64  (5.0): [PMID:33631934] [10.1021/acs.jmedchem.0c01491]

Source

Source(1):

• Scientific Literature