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Details

Stereochemistry ABSOLUTE
Molecular Formula C24H29N3O8
Molecular Weight 487.5024
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SARECYCLINE

SMILES

[H][C@@]12CC3=C(C(O)=CC=C3CN(C)OC)C(=O)C1=C(O)[C@]4(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@]4([H])C2

InChI

InChIKey=PQJQFLNBMSCUSH-SBAJWEJLSA-N
InChI=1S/C24H29N3O8/c1-26(2)18-13-8-11-7-12-10(9-27(3)35-4)5-6-14(28)16(12)19(29)15(11)21(31)24(13,34)22(32)17(20(18)30)23(25)33/h5-6,11,13,18,28,30-31,34H,7-9H2,1-4H3,(H2,25,33)/t11-,13-,18-,24-/m0/s1

HIDE SMILES / InChI

Molecular Formula C24H29N3O8
Molecular Weight 487.5024
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Sarecycline (SC1401, WC3035) is a novel, once-daily, tetracycline-derived compound being developed by Paratek Pharmaceuticals and Allergan (previously Actavis) for use in the treatment of acne and rosacea. In preclinical studies, Sarecycline possesses favorable anti-inflammatory activity, plus narrow-spectrum antibacterial activity relative to other tetracycline-derived molecules. Sarecycline has been used in Phase III clinical trials studying the treatment of Acne Vulgaris. The primary objective was to evaluate the efficacy and safety of oral Sarecycline 1.5 mg/kg per day compared to placebo in treating inflammatory acne lesions in subjects with moderate to severe acne. Sarecycline was statistically significantly superior to placebo with respect to primary efficacy endpoints. The most common adverse events (>2%) reported in the sarecycline group were nausea (3.2%), nasopharyngitis (2.8%), and headache (2.8%). The rate of discontinuation due to adverse events among sarecycline-treated patients in the two studies combined was 1.4%.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
SEYSARA

Cmax

ValueDoseCo-administeredAnalytePopulation
1210 ng/mL
60 mg single, oral
SARECYCLINE plasma
Homo sapiens
1790 ng/mL
100 mg single, oral
SARECYCLINE plasma
Homo sapiens
2570 ng/mL
150 mg single, oral
SARECYCLINE plasma
Homo sapiens
1590 ng/mL
60 mg 1 times / day steady-state, oral
SARECYCLINE plasma
Homo sapiens
2620 ng/mL
100 mg 1 times / day steady-state, oral
SARECYCLINE plasma
Homo sapiens
3820 ng/mL
150 mg 1 times / day steady-state, oral
SARECYCLINE plasma
Homo sapiens
1700 ng/mL
150 mg single, oral
SARECYCLINE plasma
Homo sapiens
2480 ng/mL
150 mg single, oral
SARECYCLINE plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
14000 ng × h/mL
60 mg single, oral
SARECYCLINE plasma
Homo sapiens
21800 ng × h/mL
100 mg single, oral
SARECYCLINE plasma
Homo sapiens
32200 ng × h/mL
150 mg single, oral
SARECYCLINE plasma
Homo sapiens
20700 ng × h/mL
60 mg 1 times / day steady-state, oral
SARECYCLINE plasma
Homo sapiens
33800 ng × h/mL
100 mg 1 times / day steady-state, oral
SARECYCLINE plasma
Homo sapiens
48200 ng × h/mL
150 mg 1 times / day steady-state, oral
SARECYCLINE plasma
Homo sapiens
31800 ng × h/mL
150 mg single, oral
SARECYCLINE plasma
Homo sapiens
43200 ng × h/mL
150 mg single, oral
SARECYCLINE plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
21.9 h
60 mg 1 times / day steady-state, oral
SARECYCLINE plasma
Homo sapiens
20.7 h
100 mg 1 times / day steady-state, oral
SARECYCLINE plasma
Homo sapiens
20.9 h
150 mg 1 times / day steady-state, oral
SARECYCLINE plasma
Homo sapiens

Doses

AEs

Drug as perpetrator​

Drug as victim

Tox targets

PubMed

Sample Use Guides

In Vivo Use Guide
1.5 mg/kg/day dose of oral sarecycline for duration of 12 week study
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Record UNII
94O110CX2E
Record Status Validated (UNII)
Record Version