N-[3-Hydroxy-2,2-dimethyl-6-(4,4,4-trifluoro-butoxy)-chroman-4-yl]-N-methyl-methanesulfonamide

ID: ALA298475

Cas Number: 223749-46-0

PubChem CID: 9887834

Product Number: H286704, Order Now?

Max Phase: Preclinical

Molecular Formula: C17H24F3NO5S

Molecular Weight: 411.44

Molecule Type: Small molecule

In stock!

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Synonyms: HMR-1556 | HMR 1556|223749-46-0|chromanol HMR1556|HMR-1556|UNII-4IF4R31066|(+)-HMR-1556|N-[(3R,4S)-3,4-Dihydro-3-hydroxy-2,2-dimethyl-6-(4,4,4-trifluorobutoxy)-2H-1-benzopyran-4-yl]-N-methylmetanesulfonamide|4IF4R31066|CHEMBL298475|(3R,4S)-(+)-N-(3-hydroxy-2,2-dimethyl-6-(4,4,4-trifluorobutoxy)chroman-4-yl)-N-methylmethanesulfonamide|Methanesulfonamide, N-((3R,4S)-3,4-dihydro-3-hydroxy-2,2-dimethyl-6-(4,4,4-trifluorobutoxy)-2H-1-benzopyran-4-yl)-N-methyl-|HMR-1566|223749-45-9|N-[(3R,4S)-3-hydroxShow More⌵

Canonical SMILES: CN([C@H]1c2cc(OCCCC(F)(F)F)ccc2OC(C)(C)[C@@H]1O)S(C)(=O)=O

Standard InChI: InChI=1S/C17H24F3NO5S/c1-16(2)15(22)14(21(3)27(4,23)24)12-10-11(6-7-13(12)26-16)25-9-5-8-17(18,19)20/h6-7,10,14-15,22H,5,8-9H2,1-4H3/t14-,15+/m0/s1

Standard InChI Key: SRZRLJWUQFIZRH-LSDHHAIUSA-N

Molfile:

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    5.7292   -2.3292    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3042   -3.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0167   -2.7417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1417   -1.7417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8375   -2.7167    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Associated Targets(Human)

KCNQ1 Tclin Voltage-gated potassium channel, IKs; KCNQ1(Kv7.1)/KCNE1(MinK) (185 Activities)

Discover Target: KCNQ1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

KCNH2 Tclin HERG (29587 Activities)

Discover Target: KCNH2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

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

Calculated Properties

Molecular Weight: 411.44	Molecular Weight (Monoisotopic): 411.1327	AlogP: 2.87	#Rotatable Bonds: 6
Polar Surface Area: 76.07	Molecular Species: NEUTRAL	HBA: 5	HBD: 1
#RO5 Violations: ┄	HBA (Lipinski): 6	HBD (Lipinski): 1	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: 13.23	CX Basic pKa: ┄	CX LogP: 1.79	CX LogD: 1.79
Aromatic Rings: 1	Heavy Atoms: 27	QED Weighted: 0.73	Np Likeness Score: -0.15

References

1. Wermuth CG.. (2004) Selective optimization of side activities: another way for drug discovery., 47 (6): [PMID:14998318] [10.1021/jm030480f]
2. Coghlan MJ, Carroll WA, Gopalakrishnan M.. (2001) Recent developments in the biology and medicinal chemistry of potassium channel modulators: update from a decade of progress., 44 (11): [PMID:11356099] [10.1021/jm000484+]
3. Gerlach U, Brendel J, Lang HJ, Paulus EF, Weidmann K, Brüggemann A, Busch AE, Suessbrich H, Bleich M, Greger R.. (2001) Synthesis and activity of novel and selective I(Ks)-channel blockers., 44 (23): [PMID:11689069] [10.1021/jm0109255]
4. Du LP, Tsai KC, Li MY, You QD, Xia L.. (2004) The pharmacophore hypotheses of I(Kr) potassium channel blockers: novel class III antiarrhythmic agents., 14 (18): [PMID:15324906] [10.1016/j.bmcl.2004.06.070]

N-[3-Hydroxy-2,2-dimethyl-6-(4,4,4-trifluoro-butoxy)-chroman-4-yl]-N-methyl-methanesulfonamide

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Associated Targets(non-human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source